CHEBI:61842 - 2,3-dipalmitoyl-S-glycerylcysteine

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ChEBI Name 2,3-dipalmitoyl-S-glycerylcysteine
ChEBI ID CHEBI:61842
ChEBI ASCII Name 2,3-dipalmitoyl-S-glycerylcysteine
Definition An L-cysteine thioether that is L-cysteine in which the hydrogen of the thiol group is substituted by a 2,3-bis(palmitoyloxy)propyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:132199
Supplier Information
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Formula C38H73NO6S
Net Charge 0
Average Mass 672.05400
Monoisotopic Mass 671.51586
InChI InChI=1S/C38H73NO6S/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)44-31-34(32-46-33-35(39)38(42)43)45-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)/t34?,35-/m0/s1
InChIKey UPAQRWMRKQCLSD-HTIIIDOHSA-N
SMILES CCCCCCCCCCCCCCCC(=O)OCC(CSC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC
Metabolite of Species Details
Mycoplasma genitalium (NCBI:txid2097) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
Toll-like receptor 2 agonist
An agonist that selectively binds to and activates the Toll-like receptor 2 (TLR 2, TLR-2) protein.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2,3-dipalmitoyl-S-glycerylcysteine (CHEBI:61842) has functional parent hexadecanoic acid (CHEBI:15756)
2,3-dipalmitoyl-S-glycerylcysteine (CHEBI:61842) has role Mycoplasma genitalium metabolite (CHEBI:131604)
2,3-dipalmitoyl-S-glycerylcysteine (CHEBI:61842) has role Toll-like receptor 2 agonist (CHEBI:77161)
2,3-dipalmitoyl-S-glycerylcysteine (CHEBI:61842) is a L-cysteine thioether (CHEBI:27532)
IUPAC Name
S-[2,3-bis(hexadecanoyloxy)propyl]-L-cysteine
Synonyms Sources
2,3-dihexadecanoyl-S-glyceryl cysteine ChEBI
2,3-dihexadecanoyl-S-glyceryl-L-cysteine ChEBI
2,3-dipalmitoyl-S-glyceryl cysteine ChEBI
2,3-dipalmitoyl-S-glyceryl-L-cysteine ChEBI
Pam2Cys ChEBI
S-[2,3-bis(palmitoyloxy)-(2R)-propyl]-(R)-cysteine ChEBI
S-[2,3-bis(palmitoyloxy)propyl]-L-cysteine ChEBI
S-[2,3-bis(palmitoyloxy)propyl]cysteine ChEBI
Registry Number Type Source
6673182 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17675478 PubMed citation Europe PMC
20091415 PubMed citation Europe PMC
22817898 PubMed citation Europe PMC
23146941 PubMed citation Europe PMC
24434326 PubMed citation Europe PMC
Last Modified
14 June 2016