CHEBI:138940 - 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine
ChEBI ID CHEBI:138940
ChEBI ASCII Name 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine
Definition A 2-acyl-1-alkyl-sn-glycero-3-phosphocholine in which the alkyl and the acyl groups at positions 1 and 2 are specified as hexadecyl and 8-carboxyoctanoyl respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C33H66NO9P
Net Charge 0
Average Mass 651.853
Monoisotopic Mass 651.44752
InChI InChI=1S/C33H66NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-20-23-27-40-29-31(30-42-44(38,39)41-28-26-34(2,3)4)43-33(37)25-22-19-17-18-21-24-32(35)36/h31H,5-30H2,1-4H3,(H-,35,36,38,39)/t31-/m1/s1
InChIKey ZDFOCDTXDPKJKA-WJOKGBTCSA-N
SMILES C(=O)(CCCCCCCC(O)=O)O[C@@H](COP(=O)(OCC[N+](C)(C)C)[O-])COCCCCCCCCCCCCCCCC
Roles Classification
Biological Role(s): PPARgamma agonist
A PPAR modulator which activates the peroxisome proliferator-activated receptor-gamma.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine (CHEBI:138940) has functional parent nonanedioic acid (CHEBI:48131)
1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine (CHEBI:138940) has role PPARγ agonist (CHEBI:71554)
1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine (CHEBI:138940) is a 2-acyl-1-alkyl-sn-glycero-3-phosphocholine (CHEBI:36702)
1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine (CHEBI:138940) is conjugate acid of 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine(1−) (CHEBI:138269)
Incoming 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine(1−) (CHEBI:138269) is conjugate base of 1-O-hexadecyl-2-(8-carboxyoctanoyl)-sn-glycero-3-phosphocholine (CHEBI:138940)
IUPAC Name
(2R)-2-[(8-carboxyoctanoyl)oxy]-3-(hexadecyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
1-O-hexadecyl-2-azelaoyl-sn-glycero-3-phosphocholine ChEBI
1-O-hexadecyl-2-nonadioyl-sn-glycero-3-phosphocholine ChEBI
azelaoyl PAF ChEBI
PC(O-16:0/9:0(COOH)) ChEBI
Registry Number Type Source
15471660 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19104905 PubMed citation Europe PMC
25247479 PubMed citation Europe PMC
Last Modified
07 November 2017