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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 1:229,865,662...229,973,253
Ensembl chr 1:229,865,662...229,939,162 		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 7:111,804,135...111,806,457
Ensembl chr 7:111,804,183...111,806,446 		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 chr13:82,927,579...83,106,381
Ensembl chr13:82,930,034...83,107,177 		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 7:758,074...791,421
Ensembl chr 7:758,345...791,421 		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 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201 		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 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891 		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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		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 4:141,187,377...141,554,240
Ensembl chr 4:141,187,418...141,510,491 		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 4:179,028,594...179,434,657
Ensembl chr 4:179,027,281...179,404,164 		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 8:71,509,633...71,635,663
Ensembl chr 8:71,509,635...71,635,464 		JBrowse link
G Lipg lipase G, endothelial type multiple interactions ISO [LIPC gene mutant form co-treated with LIPG gene mutant form] results in increased abundance of N-palmitoylsphingosine CTD PMID:24777581 NCBI chr18:68,514,923...68,536,105
Ensembl chr18:68,514,923...68,536,260 		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 5:158,304,285...158,335,502
Ensembl chr 5:158,304,287...158,335,342 		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 6:132,096,992...132,156,702
Ensembl chr 6:132,096,901...132,154,583 		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 1:201,799,374...201,898,412
Ensembl chr 1:201,804,267...201,898,380 		JBrowse link
G Tnf tumor necrosis factor increases abundance
multiple interactions		 ISO TNF protein results in increased abundance of N-palmitoylsphingosine
Imipramine inhibits the reaction [TNF protein results in increased abundance of N-palmitoylsphingosine]
ASAH2 protein inhibits the reaction [TNF protein results in increased abundance of N-palmitoylsphingosine]		 CTD PMID:15946935 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		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 chr10:36,532,306...36,559,642
Ensembl chr10:36,532,244...36,559,640 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      biological role 19782
        biochemical role 19496
          metabolite 19484
            prokaryotic metabolite 18561
              bacterial metabolite 18561
                Mycoplasma genitalium metabolite 8515
                  N-hexadecanoylsphingosine 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    main group molecular entity 19756
                      s-block molecular entity 19595
                        hydrogen molecular entity 19582
                          hydrides 19095
                            inorganic hydride 18093
                              pnictogen hydride 18082
                                nitrogen hydride 17989
                                  azane 17798
                                    ammonia 17797
                                      organic amino compound 17797
                                        amino alcohol 1069
                                          aminodiol 189
                                            2-aminooctadecene-1,3-diol 139
                                              2-aminooctadec-4-ene-1,3-diol 139
                                                sphing-4-enine 139
                                                  sphingosine 139
                                                    sphingosine-based sphingolipid 93
                                                      N-acylsphingosine 93
                                                        N-hexadecanoylsphingosine 16
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