CHEBI:68524 - 1-palmitoyl-2-cis-vaccenoyl-3-α-D-glucosyl-sn-glycerol

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ChEBI Name 1-palmitoyl-2-cis-vaccenoyl-3-α-D-glucosyl-sn-glycerol
ChEBI ID CHEBI:68524
ChEBI ASCII Name 1-palmitoyl-2-cis-vaccenoyl-3-alpha-D-glucosyl-sn-glycerol
Definition An α-D-Glc-(1→3')-1,2-diacylglycerol in which the acyl groups at positions 1 and 2 are palmitoyl (hexadecanoyl) and cis-vaccenoyl [(11Z)-octadec-11-enoyl] respectively. Found in Streptococcus pneumoniae.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C43H80O10
Net Charge 0
Average Mass 757.08930
Monoisotopic Mass 756.57515
InChI InChI=1S/C43H80O10/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(46)52-36(35-51-43-42(49)41(48)40(47)37(33-44)53-43)34-50-38(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h13,15,36-37,40-44,47-49H,3-12,14,16-35H2,1-2H3/b15-13-/t36-,37-,40-,41+,42-,43+/m1/s1
InChIKey FJAAFGBZVPKOCR-HBHGLPGMSA-N
SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCC\C=C/CCCCCC
Roles Classification
Biological Role(s): Streptococcus pneumoniae metabolite
Any bacterial metabolite produced during a metabolic reaction in Streptococcus pneumoniae.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-palmitoyl-2-cis-vaccenoyl-3-α-D-glucosyl-sn-glycerol (CHEBI:68524) has role Streptococcus pneumoniae metabolite (CHEBI:76973)
1-palmitoyl-2-cis-vaccenoyl-3-α-D-glucosyl-sn-glycerol (CHEBI:68524) is a α-D-Glc-(1→3')-1,2-diacylglycerol (CHEBI:67149)
IUPAC Name
(2S)-1-(α-D-glucopyranosyloxy)-3-(hexadecanoyloxy)propan-2-yl (11Z)-octadec-11-enoate
Synonyms Sources
1-O-palmitoyl-2-cis-O-vaccenoyl-3-O-α-D-glucosyl-sn-glycerol ChEBI
Glc-DAG-s2 ChEBI
SPN-Glc-DAG ChEBI
Citations Waiting for Citations Types Sources
21892173 PubMed citation Europe PMC
22069376 PubMed citation Europe PMC
23898038 PubMed citation Europe PMC
Last Modified
01 October 2013