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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:N-hexadecanoylsphingosine
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Accession:CHEBI:72959 term browser browse the term
Definition:A N-acylsphingosine in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl).
Synonyms:exact_synonym: N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide
 related_synonym: (2S,3R,4E)-2-acylamino-1,3-octadec-4-enediol;   (2S,3R,4E)-2-acylaminooctadec-4-ene-1,3-diol;   C16 Cer;   C16 Ceramide;   C16-0(Palmitoyl)ceramide;   Cer(d18:1/16:0);   Ceramide (d18:1/16:0);   Formula=C34H67NO3;   InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1;   InChIKey=YDNKGFDKKRUKPY-TURZORIXSA-N;   N-(hexadecanoyl)ceramide;   N-(hexadecanoyl)sphing-4-enine;   N-(palmitoyl)ceramide;   N-hexadecanoyl-D-erythro-sphingosine;   N-hexadecanoylsphing-4-enine;   N-palmitoyl-sphingosine;   N-palmitoylsphing-4-enine;   N-palmitoylsphingosine;   SMILES=CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)\\C=C\\CCCCCCCCCCCCC
 alt_id: CHEBI:39603
 xref: CAS:4201-58-5;   FooDB:FDB023536;   HMDB:HMDB0004949;   LIPID_MAPS_instance:LMSP02010004
 xref_mesh: MESH:C097760
 xref: PDBeChem:16C;   PMID:10405771;   PMID:10828984;   PMID:11457441;   PMID:15904658;   PMID:17574203;   PMID:18184806;   PMID:18400537;   PMID:21458849;   PMID:8543814;   PMID:9603946;   Reaxys:1717423


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N-hexadecanoylsphingosine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Asah2 N-acylsphingosine amidohydrolase 2 multiple interactions ISO ASAH2 protein inhibits the reaction [TNF protein results in increased abundance of N-palmitoylsphingosine] CTD PMID:15946935 NCBI chr 1:250,557,042...250,665,083
Ensembl chr 1:250,557,044...250,630,677
JBrowse link
G Atf4 activating transcription factor 4 increases expression
multiple interactions
ISO N-palmitoylsphingosine results in increased expression of ATF4 mRNA
ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in increased expression of ATF4 mRNA]
CTD PMID:28223344 NCBI chr 7:121,480,723...121,482,781
Ensembl chr 7:121,480,723...121,482,772
JBrowse link
G Atf6 activating transcription factor 6 increases expression
multiple interactions
ISO N-palmitoylsphingosine results in increased expression of ATF6 mRNA
[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of ATF6 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of ATF6 mRNA]; ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in increased expression of ATF6 mRNA]
CTD PMID:28223344 NCBI chr13:89,053,457...89,242,531
Ensembl chr13:89,055,983...89,242,443
JBrowse link
G Cs citrate synthase decreases expression
multiple interactions
ISO N-palmitoylsphingosine results in decreased expression of CS mRNA
[N-palmitoylsphingosine co-treated with Dietary Fats] results in decreased activity of CS protein; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in decreased activity of CS protein]; ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in decreased expression of CS mRNA]
CTD PMID:28223344 NCBI chr 7:2,752,680...2,778,963
Ensembl chr 7:2,752,680...2,778,963
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions
increases expression
ISO [N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of DDIT3 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of DDIT3 mRNA]; ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in increased expression of DDIT3 mRNA] CTD PMID:28223344 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions
increases expression
ISO [N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of HSPA5 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of HSPA5 mRNA]; ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in increased expression of HSPA5 mRNA] CTD PMID:28223344 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases abundance
ISO (3R)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone inhibits the reaction [IL1B protein results in increased abundance of N-palmitoylsphingosine] CTD PMID:27556861 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Itpr1 inositol 1,4,5-trisphosphate receptor, type 1 multiple interactions
increases expression
ISO [N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of ITPR1 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of ITPR1 mRNA]; ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in increased expression of ITPR1 mRNA] CTD PMID:28223344 NCBI chr 4:140,247,297...140,580,749
Ensembl chr 4:140,247,313...140,580,748
JBrowse link
G Itpr2 inositol 1,4,5-trisphosphate receptor, type 2 increases expression
multiple interactions
ISO N-palmitoylsphingosine results in increased expression of ITPR2 mRNA
[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of ITPR2 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of ITPR2 mRNA]; ursodoxicoltaurine inhibits the reaction [N-palmitoylsphingosine results in increased expression of ITPR2 mRNA]
CTD PMID:28223344 NCBI chr 4:180,423,452...180,800,088
Ensembl chr 4:180,538,389...180,722,358
JBrowse link
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 N-palmitoylsphingosine CTD PMID:24777581 NCBI chr 8:77,272,582...77,398,485
Ensembl chr 8:77,272,570...77,398,248
JBrowse link
G Lipg lipase G, endothelial type multiple interactions ISO [LIPC gene mutant form co-treated with LIPG gene mutant form] results in increased abundance of N-palmitoylsphingosine CTD PMID:24777581 NCBI chr18:70,903,528...70,924,434
Ensembl chr18:70,901,710...70,924,708
JBrowse link
G Mfn2 mitofusin 2 increases expression
multiple interactions
ISO N-palmitoylsphingosine results in increased expression of MFN2 mRNA
[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of MFN2 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of MFN2 mRNA]
CTD PMID:28223344 NCBI chr 5:164,684,244...164,715,414
Ensembl chr 5:164,684,509...164,714,145
JBrowse link
G Pacs2 phosphofurin acidic cluster sorting protein 2 increases expression
multiple interactions
ISO N-palmitoylsphingosine results in increased expression of PACS2 mRNA
[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of PACS2 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of PACS2 mRNA]
CTD PMID:28223344 NCBI chr 6:137,824,136...137,889,144
Ensembl chr 6:137,824,213...137,887,418
JBrowse link
G Pc pyruvate carboxylase multiple interactions ISO [N-palmitoylsphingosine co-treated with Dietary Fats] results in increased activity of PC protein; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased activity of PC protein] CTD PMID:28223344 NCBI chr 1:219,759,157...219,859,854
Ensembl chr 1:219,759,183...219,859,848
JBrowse link
G Tnf tumor necrosis factor increases abundance
multiple interactions
ISO TNF protein results in increased abundance of N-palmitoylsphingosine
ASAH2 protein inhibits the reaction [TNF protein results in increased abundance of N-palmitoylsphingosine]
Imipramine inhibits the reaction [TNF protein results in increased abundance of N-palmitoylsphingosine]
CTD PMID:15946935 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Vdac1 voltage-dependent anion channel 1 multiple interactions ISO [N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of VDAC1 mRNA; ursodoxicoltaurine inhibits the reaction [[N-palmitoylsphingosine co-treated with Dietary Fats] results in increased expression of VDAC1 mRNA] CTD PMID:28223344 NCBI chr10:37,724,915...37,752,827
Ensembl chr10:37,724,915...37,752,826
JBrowse link

Term paths to the root
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  CHEBI ontology 19781
    role 19726
      biological role 19726
        biochemical role 19319
          metabolite 19301
            prokaryotic metabolite 18392
              bacterial metabolite 18392
                Mycoplasma genitalium metabolite 7711
                  N-hexadecanoylsphingosine 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19781
    subatomic particle 19779
      composite particle 19779
        hadron 19779
          baryon 19779
            nucleon 19779
              atomic nucleus 19779
                atom 19779
                  main group element atom 19669
                    main group molecular entity 19669
                      s-block molecular entity 19434
                        hydrogen molecular entity 19429
                          hydrides 18757
                            inorganic hydride 17455
                              pnictogen hydride 17431
                                nitrogen hydride 17278
                                  azane 17010
                                    ammonia 17009
                                      organic amino compound 17008
                                        amino alcohol 1027
                                          aminodiol 161
                                            2-aminooctadecene-1,3-diol 116
                                              2-aminooctadec-4-ene-1,3-diol 116
                                                sphing-4-enine 116
                                                  sphingosine 116
                                                    sphingosine-based sphingolipid 81
                                                      N-acylsphingosine 81
                                                        N-hexadecanoylsphingosine 16
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