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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
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 chr20:3,622,011...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

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  CHEBI ontology 20050
    role 20001
      biological role 20000
        biochemical role 19624
          metabolite 19605
            prokaryotic metabolite 18603
              bacterial metabolite 18603
                Mycoplasma genitalium metabolite 8160
                  N-hexadecanoylsphingosine 16
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  CHEBI ontology 20050
    subatomic particle 20048
      composite particle 20048
        hadron 20048
          baryon 20048
            nucleon 20048
              atomic nucleus 20048
                atom 20048
                  main group element atom 19948
                    main group molecular entity 19948
                      s-block molecular entity 19735
                        hydrogen molecular entity 19727
                          hydrides 19093
                            inorganic hydride 17893
                              pnictogen hydride 17876
                                nitrogen hydride 17767
                                  azane 17517
                                    ammonia 17516
                                      organic amino compound 17516
                                        amino alcohol 1036
                                          aminodiol 166
                                            2-aminooctadecene-1,3-diol 117
                                              2-aminooctadec-4-ene-1,3-diol 117
                                                sphing-4-enine 117
                                                  sphingosine 117
                                                    sphingosine-based sphingolipid 81
                                                      N-acylsphingosine 81
                                                        N-hexadecanoylsphingosine 16
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