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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:alpha-linolenic acid
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Accession:CHEBI:27432 term browser browse the term
Definition:A linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect.
Synonyms:exact_synonym: (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
 related_synonym: (9,12,15)-linolenic acid;   (9Z,12Z,15Z)-Octadecatrienoic acid;   (Z,Z,Z)-9,12,15-octadecatrienoic acid;   9,12,15-Octadecatrienoic acid;   ALA;   Formula=C18H30O2;   InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-;   InChIKey=DTOSIQBPPRVQHS-PDBXOOCHSA-N;   SMILES=CC\\C=C/C\\C=C/C\\C=C/CCCCCCCC(O)=O;   all-cis-9,12,15-octadecatrienoic acid;   cis,cis,cis-9,12,15-octadecatrienoic acid;   cis-Delta(9,12,15)-octadecatrienoic acid;   linolenic acid
 alt_id: CHEBI:10298;   CHEBI:22462;   CHEBI:43891
 xref: CAS:463-40-1;   DrugBank:DB00132;   Drug_Central:4618;   Gmelin:57558;   HMDB:HMDB0001388;   KEGG:C06427;   KNApSAcK:C00007247;   LIPID_MAPS_instance:LMFA01030152
 xref_mesh: MESH:D017962
 xref: MetaCyc:LINOLENIC_ACID;   PDBeChem:LNL;   PMID:10232625;   PMID:11304127;   PMID:19269799;   PMID:24320056;   PMID:24639012;   PMID:24855655;   Reaxys:1727693;   Wikipedia:Alpha-Linolenic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:32387;   is_conjugate_acid_of CHEBI:528881


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alpha-linolenic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 multiple interactions ISO alpha-Linolenic Acid promotes the reaction [GW 4064 results in increased expression of ABCB11 mRNA] CTD PMID:15307955 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730 		JBrowse link
G Acaca acetyl-CoA carboxylase alpha decreases expression EXP alpha-Linolenic Acid results in decreased expression of ACACA mRNA CTD PMID:14563831 NCBI chr10:69,014,261...69,276,453
Ensembl chr10:69,014,170...69,276,457 		JBrowse link
G Acly ATP citrate lyase decreases expression EXP alpha-Linolenic Acid results in decreased expression of ACLY mRNA CTD PMID:14563831 NCBI chr10:85,412,045...85,464,253
Ensembl chr10:85,412,049...85,463,320 		JBrowse link
G Bche butyrylcholinesterase increases expression
increases secretion		 ISO alpha-Linolenic Acid results in increased expression of BCHE mRNA
alpha-Linolenic Acid results in increased secretion of BCHE protein		 CTD PMID:27106529 NCBI chr 2:158,308,674...158,401,148
Ensembl chr 2:158,307,584...158,401,148 		JBrowse link
G Cat catalase multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [methylmercuric chloride results in decreased activity of CAT protein] CTD PMID:22269903 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of CCL2 protein]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of CCL2 mRNA]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of CCL2 protein]]; Particulate Matter inhibits the reaction [alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of CCL2 protein]] CTD PMID:29423081 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Cebpb CCAAT/enhancer binding protein beta decreases expression EXP alpha-Linolenic Acid results in decreased expression of CEBPB mRNA CTD PMID:14563831 NCBI chr 3:156,398,035...156,399,466
Ensembl chr 3:156,397,052...156,399,473 		JBrowse link
G Cpt1a carnitine palmitoyltransferase 1A increases expression ISO alpha-Linolenic Acid results in increased expression of CPT1A mRNA CTD PMID:15307955 NCBI chr 1:200,564,634...200,627,059
Ensembl chr 1:200,565,613...200,627,055 		JBrowse link
G Cybb cytochrome b-245 beta chain multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol co-treated with Particulate Matter] results in increased expression of CYBB protein] CTD PMID:30672636 NCBI chr  X:13,358,101...13,392,570
Ensembl chr  X:13,359,430...13,392,586 		JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO alpha-Linolenic Acid results in decreased activity of CYP1A2 protein CTD PMID:16978661 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312 		JBrowse link
G Cyp24a1 cytochrome P450, family 24, subfamily a, polypeptide 1 multiple interactions ISO alpha-Linolenic Acid inhibits the reaction [Calcitriol results in increased expression of CYP24A1 mRNA] CTD PMID:19667161 NCBI chr 3:159,275,947...159,290,383
Ensembl chr 3:159,275,947...159,290,383 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 multiple interactions
decreases activity		 ISO CYP2C19 protein results in increased metabolism of [alpha-Linolenic Acid co-treated with NADP]
alpha-Linolenic Acid results in decreased activity of CYP2C19 protein		 CTD PMID:16978661 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596 		JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO alpha-Linolenic Acid results in decreased activity of CYP2E1 protein CTD PMID:16978661 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO alpha-Linolenic Acid results in decreased activity of CYP3A4 protein CTD PMID:16978661 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Dio1 iodothyronine deiodinase 1 decreases activity ISO alpha-Linolenic Acid results in decreased activity of DIO1 protein CTD PMID:30561685 NCBI chr 5:122,074,285...122,090,983
Ensembl chr 5:122,074,279...122,090,970 		JBrowse link
G Dio2 iodothyronine deiodinase 2 decreases activity ISO alpha-Linolenic Acid results in decreased activity of DIO2 protein CTD PMID:30561685 NCBI chr 6:109,665,523...109,679,809
Ensembl chr 6:109,665,523...109,679,809 		JBrowse link
G Dio3 iodothyronine deiodinase 3 decreases activity ISO alpha-Linolenic Acid results in decreased activity of DIO3 protein CTD PMID:30561685 NCBI chr 6:129,285,747...129,287,608
Ensembl chr 6:129,285,749...129,286,660 		JBrowse link
G Fads1 fatty acid desaturase 1 multiple interactions ISO [[alpha-Linolenic Acid co-treated with Estradiol] results in increased expression of FADS1 mRNA] which affects the abundance of Fatty Acids, Unsaturated; [[alpha-Linolenic Acid co-treated with Testosterone] results in decreased expression of FADS1 mRNA] which affects the abundance of Fatty Acids, Unsaturated; [alpha-Linolenic Acid co-treated with Estradiol] results in increased expression of FADS1 mRNA; [alpha-Linolenic Acid co-treated with Testosterone] results in decreased expression of FADS1 mRNA; fulvestrant inhibits the reaction [[alpha-Linolenic Acid co-treated with Estradiol] results in increased expression of FADS1 mRNA] CTD PMID:19576517 NCBI chr 1:206,827,724...206,842,734
Ensembl chr 1:206,827,765...206,842,734 		JBrowse link
G Fasn fatty acid synthase decreases expression EXP alpha-Linolenic Acid results in decreased expression of FASN mRNA CTD PMID:14563831 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases activity
increases expression		 ISO alpha-Linolenic Acid results in increased activity of GCLC protein
alpha-Linolenic Acid results in increased expression of GCLC mRNA		 CTD PMID:17092368 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544 		JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [methylmercuric chloride results in increased activity of GPT protein] CTD PMID:22269903 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494 		JBrowse link
G Gsta1 glutathione S-transferase alpha 1 increases expression
multiple interactions		 ISO alpha-Linolenic Acid results in increased expression of GSTA1 mRNA
NFE2L2 protein promotes the reaction [alpha-Linolenic Acid results in increased expression of GSTA1 mRNA]		 CTD PMID:28555106 NCBI chr 9:23,703,476...23,720,121
Ensembl chr 9:23,703,477...23,720,121 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions		 ISO
EXP		 alpha-Linolenic Acid results in increased expression of HMOX1 mRNA
alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [Cholesterol results in increased expression of HMOX1 mRNA]]		 CTD PMID:17092368 PMID:30672636 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Ifng interferon gamma multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol co-treated with Particulate Matter] results in increased expression of IFNG protein]; alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IFNG mRNA]; alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IFNG protein]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IFNG mRNA]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IFNG protein]] CTD PMID:29423081 PMID:30672636 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP		 [Eicosapentaenoic Acid co-treated with Docosahexaenoic Acids co-treated with alpha-Linolenic Acid] results in increased expression of IL1B protein
alpha-Linolenic Acid inhibits the reaction [[Cholesterol co-treated with Particulate Matter] results in increased expression of IL1B protein]		 CTD PMID:16305726 PMID:30672636 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il4 interleukin 4 multiple interactions ISO [Eicosapentaenoic Acid co-treated with Docosahexaenoic Acids co-treated with alpha-Linolenic Acid] results in decreased expression of IL4 protein CTD PMID:16305726 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750 		JBrowse link
G Il6 interleukin 6 multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IL6 mRNA]; alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IL6 protein]; alpha-Linolenic Acid inhibits the reaction [Cholesterol promotes the reaction [Particulate Matter results in increased expression of IL6 protein]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IL6 mRNA]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IL6 protein]]; Particulate Matter inhibits the reaction [alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of IL6 mRNA]] CTD PMID:29423081 PMID:30672636 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Kng1 kininogen 1 multiple interactions ISO alpha-Linolenic Acid inhibits the reaction [GW 4064 results in increased expression of KNG1 mRNA] CTD PMID:15307955 NCBI chr11:77,812,757...77,835,555
Ensembl chr11:77,812,752...77,835,555 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO
EXP		 NFE2L2 protein promotes the reaction [alpha-Linolenic Acid results in increased expression of CYP2A6 mRNA]; NFE2L2 protein promotes the reaction [alpha-Linolenic Acid results in increased expression of CYP2A6 protein]; NFE2L2 protein promotes the reaction [alpha-Linolenic Acid results in increased expression of GSTA1 mRNA]
alpha-Linolenic Acid inhibits the reaction [Cholesterol promotes the reaction [Particulate Matter results in increased expression of NFE2L2 mRNA]]; alpha-Linolenic Acid inhibits the reaction [Cholesterol results in increased expression of NFE2L2 mRNA]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [Cholesterol results in increased expression of NFE2L2 mRNA]]		 CTD PMID:28555106 PMID:30672636 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of NOS2 mRNA]; alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of NOS2 protein]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of NOS2 mRNA]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of NOS2 protein]]; Particulate Matter inhibits the reaction [alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of NOS2 mRNA]]; Particulate Matter inhibits the reaction [alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of NOS2 protein]] CTD PMID:29423081 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [Cholesterol results in increased expression of NQO1 mRNA]] CTD PMID:30672636 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Nr1h2 nuclear receptor subfamily 1, group H, member 2 multiple interactions ISO alpha-Linolenic Acid binds to and results in increased activity of NR1H2 protein CTD PMID:16731579 NCBI chr 1:95,041,967...95,047,358
Ensembl chr 1:95,041,967...95,047,377 		JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 multiple interactions
affects binding		 ISO alpha-Linolenic Acid inhibits the reaction [Chenodeoxycholic Acid results in increased activity of NR1H4 protein]
alpha-Linolenic Acid binds to NR1H4 protein		 CTD PMID:15307955 NCBI chr 7:23,846,122...23,942,085
Ensembl chr 7:23,846,122...23,942,047 		JBrowse link
G Pck1 phosphoenolpyruvate carboxykinase 1 multiple interactions ISO [Glucose deficiency co-treated with alpha-Linolenic Acid] results in increased expression of PCK1 mRNA CTD PMID:8536680 NCBI chr 3:161,930,256...161,936,205
Ensembl chr 3:161,930,256...161,936,191 		JBrowse link
G Plin2 perilipin 2 increases expression EXP
ISO		 alpha-Linolenic Acid results in increased expression of PLIN2 mRNA; alpha-Linolenic Acid results in increased expression of PLIN2 protein CTD PMID:16489205 NCBI chr 5:101,156,648...101,211,738
Ensembl chr 5:101,154,411...101,242,319 		JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions
affects abundance
increases expression		 EXP
ISO		 alpha-Linolenic Acid binds to and results in increased activity of PPARA protein
PPARA protein affects the abundance of alpha-Linolenic Acid
alpha-Linolenic Acid results in increased expression of PPARA mRNA
alpha-Linolenic Acid binds to and results in increased activity of PPARA protein; Calcitriol promotes the reaction [alpha-Linolenic Acid results in increased expression of PPARA mRNA]
alpha-Linolenic Acid binds to and results in increased activity of PPARA protein; Diethylhexyl Phthalate inhibits the reaction [PPARA protein affects the abundance of alpha-Linolenic Acid]		 CTD PMID:10403814 PMID:16731579 PMID:18154422 PMID:19667161 PMID:23619606 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346 		JBrowse link
G Ppard peroxisome proliferator-activated receptor delta increases expression
multiple interactions		 ISO
EXP		 alpha-Linolenic Acid results in increased expression of PPARD mRNA; Calcitriol results in increased expression of [alpha-Linolenic Acid results in increased expression of PPARD mRNA]
alpha-Linolenic Acid binds to and results in increased activity of PPARB protein		 CTD PMID:16731579 PMID:19667161 NCBI chr20:6,298,785...6,363,970
Ensembl chr20:6,298,785...6,363,968 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases expression
increases activity
multiple interactions		 ISO
EXP		 alpha-Linolenic Acid results in increased expression of PPARG mRNA
alpha-Linolenic Acid results in increased activity of PPARG protein
alpha-Linolenic Acid binds to and results in increased activity of PPARG protein		 CTD PMID:16731579 PMID:18154422 PMID:20696231 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression
decreases expression		 ISO
EXP		 alpha-Linolenic Acid results in increased expression of PTGS2 mRNA
alpha-Linolenic Acid results in increased expression of PTGS2 protein
alpha-Linolenic Acid results in decreased expression of PTGS2 mRNA		 CTD PMID:14563831 PMID:17092368 PMID:22476691 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rxra retinoid X receptor alpha multiple interactions
affects binding		 ISO alpha-Linolenic Acid binds to and results in increased activity of RXRA protein
alpha-Linolenic Acid binds to RXRA protein		 CTD PMID:16258897 PMID:16731579 NCBI chr 3:10,989,832...11,076,366
Ensembl chr 3:10,989,832...11,073,712 		JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 decreases expression EXP alpha-Linolenic Acid results in decreased expression of SREBF1 mRNA CTD PMID:14563831 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of TNF mRNA]; alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of TNF protein]; alpha-Linolenic Acid inhibits the reaction [Cholesterol promotes the reaction [Particulate Matter results in increased expression of TNF protein]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of TNF mRNA]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of TNF protein]]; Particulate Matter inhibits the reaction [alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of TNF protein]] CTD PMID:29423081 PMID:30672636 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Trpv1 transient receptor potential cation channel, subfamily V, member 1 multiple interactions EXP [alpha-Linolenic Acid co-treated with Phorbol 12,13-Dibutyrate] results in increased activity of TRPV1 protein CTD PMID:17038422 NCBI chr10:57,851,428...57,876,513
Ensembl chr10:57,851,428...57,876,513 		JBrowse link
G Ucp2 uncoupling protein 2 increases expression EXP alpha-Linolenic Acid results in increased expression of UCP2 mRNA CTD PMID:11341955 NCBI chr 1:154,839,242...154,845,612
Ensembl chr 1:154,839,209...154,845,611 		JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions EXP alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of VCAM1 mRNA]; alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of VCAM1 protein]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of VCAM1 mRNA]]; alpha-Linolenic Acid inhibits the reaction [Particulate Matter promotes the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of VCAM1 protein]]; Particulate Matter inhibits the reaction [alpha-Linolenic Acid inhibits the reaction [[Cholesterol, Dietary co-treated with NG-Nitroarginine Methyl Ester] results in increased expression of VCAM1 protein]] CTD PMID:29423081 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958 		JBrowse link
G Vdr vitamin D receptor increases expression
multiple interactions		 ISO alpha-Linolenic Acid results in increased expression of VDR mRNA
[Calcitriol co-treated with alpha-Linolenic Acid] results in increased expression of VDR mRNA		 CTD PMID:19667161 NCBI chr 7:128,987,981...129,037,677
Ensembl chr 7:128,987,981...129,037,677 		JBrowse link
1,2,3-trilinolenoylglycerol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 decreases expression ISO trilinolenin results in decreased expression of ABCA1 mRNA CTD PMID:18356535 NCBI chr 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170 		JBrowse link
G Abcg5 ATP binding cassette subfamily G member 5 decreases expression ISO trilinolenin results in decreased expression of ABCG5 mRNA CTD PMID:18356535 NCBI chr 6:9,965,118...9,990,563
Ensembl chr 6:9,965,118...9,990,563 		JBrowse link
G Abcg8 ATP binding cassette subfamily G member 8 decreases expression ISO trilinolenin results in decreased expression of ABCG8 mRNA CTD PMID:18356535 NCBI chr 6:9,945,629...9,964,912
Ensembl chr 6:9,945,629...9,964,912 		JBrowse link
G Cyp27a1 cytochrome P450, family 27, subfamily a, polypeptide 1 decreases expression ISO trilinolenin results in decreased expression of CYP27A1 mRNA CTD PMID:18356535 NCBI chr 9:76,264,655...76,294,551
Ensembl chr 9:76,264,860...76,294,551 		JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase increases expression ISO trilinolenin results in increased expression of HMGCR mRNA CTD PMID:18356535 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703 		JBrowse link
G Mttp microsomal triglyceride transfer protein increases expression ISO trilinolenin results in increased expression of MTTP mRNA CTD PMID:18356535 NCBI chr 2:226,613,090...226,654,239
Ensembl chr 2:226,613,090...226,654,239 		JBrowse link
G Npc1l1 NPC1 like intracellular cholesterol transporter 1 decreases expression ISO trilinolenin results in decreased expression of NPC1L1 mRNA CTD PMID:18356535 NCBI chr14:81,071,448...81,091,113
Ensembl chr14:81,071,451...81,091,113 		JBrowse link
G Scd stearoyl-CoA desaturase decreases expression ISO trilinolenin results in decreased expression of SCD1 mRNA CTD PMID:8729090 NCBI chr 1:243,269,745...243,282,878
Ensembl chr 1:243,269,747...243,282,562 		JBrowse link
cholesteryl linolenate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Lipc lipase C, hepatic type multiple interactions ISO [LIPC gene mutant form co-treated with LIPG gene mutant form] results in increased abundance of cholesteryl linolenate CTD PMID:24777581 NCBI chr 8:71,509,633...71,635,663
Ensembl chr 8:71,509,635...71,635,464 		JBrowse link
G Lipg lipase G, endothelial type multiple interactions
increases abundance		 ISO [LIPC gene mutant form co-treated with LIPG gene mutant form] results in increased abundance of cholesteryl linolenate
LIPG gene mutant form results in increased abundance of cholesteryl linolenate		 CTD PMID:24777581 NCBI chr18:68,514,923...68,536,105
Ensembl chr18:68,514,923...68,536,260 		JBrowse link
soybean oil term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 affects expression EXP Soybean Oil affects the expression of ABCB11 mRNA CTD PMID:15770074 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730 		JBrowse link
G Abcb1b ATP-binding cassette, sub-family B member 1B affects expression EXP Soybean Oil affects the expression of ABCB1B mRNA CTD PMID:15770074 NCBI chr 4:25,242,761...25,325,194
Ensembl chr 4:25,242,798...25,325,199 		JBrowse link
G Abcb4 ATP binding cassette subfamily B member 4 affects expression EXP Soybean Oil affects the expression of ABCB4 mRNA CTD PMID:15770074 NCBI chr 4:25,150,998...25,209,489
Ensembl chr 4:25,151,953...25,209,202 		JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 affects expression EXP Soybean Oil affects the expression of ABCC1 mRNA CTD PMID:15770074 NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 affects expression EXP Soybean Oil affects the expression of ABCC2 mRNA CTD PMID:15770074 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Abcc5 ATP binding cassette subfamily C member 5 affects expression EXP Soybean Oil affects the expression of ABCC5 mRNA CTD PMID:15770074 NCBI chr11:80,473,809...80,567,257
Ensembl chr11:80,473,872...80,567,253 		JBrowse link
G Abcc6 ATP binding cassette subfamily C member 6 affects expression EXP Soybean Oil affects the expression of ABCC6 mRNA CTD PMID:15770074 NCBI chr 1:96,447,224...96,501,464
Ensembl chr 1:96,447,251...96,501,464 		JBrowse link
G Acat1 acetyl-CoA acetyltransferase 1 decreases activity EXP Soybean Oil results in decreased activity of ACAT1 protein CTD PMID:12559476 NCBI chr 8:53,979,813...54,008,861
Ensembl chr 8:53,979,813...54,008,855 		JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression EXP Soybean Oil results in increased expression of BCL2 protein CTD PMID:15309441 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Cat catalase increases activity EXP Soybean Oil results in increased activity of CAT protein CTD PMID:12781854 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccnd1 cyclin D1 increases expression EXP Soybean Oil results in increased expression of CCND1 mRNA CTD PMID:21088903 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cyp4a1 cytochrome P450, family 4, subfamily a, polypeptide 1 affects expression EXP Soybean Oil affects the expression of CYP4A1 mRNA CTD PMID:16079505 NCBI chr 5:129,123,323...129,137,464
Ensembl chr 5:129,123,336...129,137,464 		JBrowse link
G Cyp7a1 cytochrome P450 family 7 subfamily A member 1 increases activity EXP Soybean Oil results in increased activity of CYP7A1 protein CTD PMID:12559476 NCBI chr 5:19,376,979...19,386,676
Ensembl chr 5:19,376,974...19,386,688 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 multiple interactions EXP Soybean Oil promotes the reaction [15-deoxy-delta(12,14)-prostaglandin J2 results in increased expression of GSTP1 mRNA]; Soybean Oil promotes the reaction [15-deoxy-delta(12,14)-prostaglandin J2 results in increased expression of GSTP1 protein] CTD PMID:11600134 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226 		JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase increases activity EXP Soybean Oil results in increased activity of HMGCR protein CTD PMID:12559476 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703 		JBrowse link
G Il12b interleukin 12B decreases expression ISO Soybean Oil results in decreased expression of IL12B mRNA CTD PMID:10065739 NCBI chr10:28,888,832...28,903,802
Ensembl chr10:28,893,008...28,902,903 		JBrowse link
G Slc22a1 solute carrier family 22 member 1 affects expression EXP Soybean Oil affects the expression of SLC22A1 mRNA CTD PMID:15770074 NCBI chr 1:48,076,657...48,103,679
Ensembl chr 1:48,076,666...48,103,678 		JBrowse link
G Slc22a7 solute carrier family 22 member 7 affects expression EXP Soybean Oil affects the expression of SLC22A7 mRNA CTD PMID:15770074 NCBI chr 9:14,547,073...14,554,354
Ensembl chr 9:14,547,849...14,553,921 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19890
    role 19839
      application 19703
        pharmaceutical 19518
          drug 19538
            nutraceutical 13370
              alpha-linolenic acid 71
                (9Z,11R,12Z,15Z)-11-hydroperoxyoctadecatrienoic acid 0
                (9Z,11S,12Z,15Z)-11-hydroperoxyoctadecatrienoic acid 0
                (9Z,12Z,15Z)-octadecatrienamide 0
                (R)-2-hydroperoxy-alpha-linolenic acid 0
                (R)-2-hydroxy-alpha-linolenic acid 0
                1,2,3-trilinolenoylglycerol 8
                1,2-di-(alpha-linolenoyl)-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol 0
                1,2-di-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                1,3-dilinolenoylglycerol 0
                1-(9Z,12Z,15Z)-octadecatrienoyl-2-(7Z,10Z,13Z)-hexadecatrienoyl-3-(beta-D-galactosyl)-sn-glycerol 0
                1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol 0
                1-[(9Z)-octadecenoyl]-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                1-[(9Z,12Z,15Z)-octadecatrienoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine 0
                1-alpha-linolenoyl-2-[(11Z)-icosenoyl]-sn-glycerol 0
                1-alpha-linolenoyl-2-[(11Z,14Z)-icosadienoyl]-sn-glycerol 0
                1-alpha-linolenoyl-2-[(5Z,8Z,11Z)-icosatrienoyl]-sn-glycerol 0
                1-alpha-linolenoyl-2-[(8Z,11Z,14Z)-icosatrienoyl]-sn-glycerol 0
                1-alpha-linolenoyl-2-hexadecanoylphosphatidylglycerol 0
                1-alpha-linolenoyl-2-icosanoyl-sn-glycerol 0
                1-alpha-linolenoyl-2-oleoylglycerol + 0
                1-alpha-linolenoylglycerol + 0
                1-heptadecanoyl-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                1-linolenoyl-2-oleoyl-sn-glycero-3-phosphate 0
                1-linolenoyl-sn-glycero-3-phosphate 0
                1-linolenyl-2-linoleyl-PAP 0
                1-oleoyl-2-(alpha-linolenoyl)-sn-glycerol 0
                1-oleoyl-2-linolenoyl-PAP 0
                1-palmitoyl-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                1-stearoyl-2-(alpha-linolenoyl)-sn-glycero-3-phosphocholine 0
                1-tetradecanoyl-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                2,3-dilinolenoyl-sn-glycerol 0
                2-alpha-linolenoylglycerol 0
                N-(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl-(2S)-hydroxyglycine 0
                N-(9Z,12Z,15Z)-octadecatrienoylglycine 0
                alpha-linolenoyl bioconjugate + 0
                alpha-linolenoyl group 0
                alpha-linolenoyl-CoA 0
                alpha-linolenoyl-containing glycerolipid + 0
                alpha-linolenoyl-sn-glycero-3-phosphocholine + 0
                cholesteryl linolenate 2
                ethyl linolenate 0
                linolenic acid anilide 0
                methyl linolenate 0
                soybean oil 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19890
    subatomic particle 19867
      composite particle 19888
        hadron 19888
          baryon 19888
            nucleon 19867
              atomic nucleus 19888
                atom 19888
                  main group element atom 19806
                    p-block element atom 19806
                      carbon group element atom 19746
                        carbon atom 19743
                          organic molecular entity 19743
                            heteroorganic entity 19502
                              organochalcogen compound 19264
                                organooxygen compound 19180
                                  carbon oxoacid 18666
                                    carboxylic acid 18663
                                      monocarboxylic acid 18013
                                        fatty acid 16829
                                          unsaturated fatty acid 1689
                                            polyunsaturated fatty acid 847
                                              trienoic fatty acid 268
                                                fatty acid 18:3 256
                                                  octadecatrienoic acid 256
                                                    linolenic acid 254
                                                      alpha-linolenic acid 71
                                                        (9Z,11R,12Z,15Z)-11-hydroperoxyoctadecatrienoic acid 0
                                                        (9Z,11S,12Z,15Z)-11-hydroperoxyoctadecatrienoic acid 0
                                                        (9Z,12Z,15Z)-octadecatrienamide 0
                                                        (R)-2-hydroperoxy-alpha-linolenic acid 0
                                                        (R)-2-hydroxy-alpha-linolenic acid 0
                                                        1,2,3-trilinolenoylglycerol 8
                                                        1,2-di-(alpha-linolenoyl)-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol 0
                                                        1,2-di-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                                                        1,3-dilinolenoylglycerol 0
                                                        1-(9Z,12Z,15Z)-octadecatrienoyl-2-(7Z,10Z,13Z)-hexadecatrienoyl-3-(beta-D-galactosyl)-sn-glycerol 0
                                                        1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-3-[alpha-D-galactosyl-(1->6)-beta-D-galactosyl]-sn-glycerol 0
                                                        1-[(9Z)-octadecenoyl]-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                                                        1-[(9Z,12Z,15Z)-octadecatrienoyl]-2-[(9Z)-octadecenoyl]-sn-glycero-3-phosphocholine 0
                                                        1-alpha-linolenoyl-2-[(11Z)-icosenoyl]-sn-glycerol 0
                                                        1-alpha-linolenoyl-2-[(11Z,14Z)-icosadienoyl]-sn-glycerol 0
                                                        1-alpha-linolenoyl-2-[(5Z,8Z,11Z)-icosatrienoyl]-sn-glycerol 0
                                                        1-alpha-linolenoyl-2-[(8Z,11Z,14Z)-icosatrienoyl]-sn-glycerol 0
                                                        1-alpha-linolenoyl-2-hexadecanoylphosphatidylglycerol 0
                                                        1-alpha-linolenoyl-2-icosanoyl-sn-glycerol 0
                                                        1-alpha-linolenoyl-2-oleoylglycerol + 0
                                                        1-alpha-linolenoylglycerol + 0
                                                        1-heptadecanoyl-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                                                        1-linolenoyl-2-oleoyl-sn-glycero-3-phosphate 0
                                                        1-linolenoyl-sn-glycero-3-phosphate 0
                                                        1-linolenyl-2-linoleyl-PAP 0
                                                        1-oleoyl-2-(alpha-linolenoyl)-sn-glycerol 0
                                                        1-oleoyl-2-linolenoyl-PAP 0
                                                        1-palmitoyl-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                                                        1-stearoyl-2-(alpha-linolenoyl)-sn-glycero-3-phosphocholine 0
                                                        1-tetradecanoyl-2-[(9Z,12Z,15Z)-octadecatrienoyl]-sn-glycero-3-phosphocholine 0
                                                        2,3-dilinolenoyl-sn-glycerol 0
                                                        2-alpha-linolenoylglycerol 0
                                                        N-(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl-(2S)-hydroxyglycine 0
                                                        N-(9Z,12Z,15Z)-octadecatrienoylglycine 0
                                                        alpha-linolenoyl bioconjugate + 0
                                                        alpha-linolenoyl group 0
                                                        alpha-linolenoyl-CoA 0
                                                        alpha-linolenoyl-containing glycerolipid + 0
                                                        alpha-linolenoyl-sn-glycero-3-phosphocholine + 0
                                                        cholesteryl linolenate 2
                                                        ethyl linolenate 0
                                                        linolenic acid anilide 0
                                                        methyl linolenate 0
                                                        soybean oil 18
paths to the root