CHEBI:74248 - keto-meromycolic acid

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ChEBI Name keto-meromycolic acid
ChEBI ID CHEBI:74248
Definition A mycolic acid produced by Mycobacterium tuberculosis, the structure of which is tetracosanoic acid substituted at the α-carbon by a C55 chain which incorporates a hydroxy group at C-1, a cyclopropyl ring fused onto the C-16‒C-17 bond, an oxo group at C-35 and a methyl group at C-36.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C81H158O4
Net Charge 0
Average Mass 1196.11880
Monoisotopic Mass 1195.21601
InChI InChI=1S/C81H158O4/c1-4-6-8-10-12-14-16-18-20-22-23-24-26-30-34-41-47-53-59-65-71-78(81(84)85)80(83)73-67-61-55-49-43-37-36-40-46-52-58-64-70-77-74-76(77)69-63-57-51-45-39-33-29-27-31-35-42-48-54-60-66-72-79(82)75(3)68-62-56-50-44-38-32-28-25-21-19-17-15-13-11-9-7-5-2/h75-78,80,83H,4-74H2,1-3H3,(H,84,85)
InChIKey UABNIVVXQNTSRT-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCCCCCCCC(C(O)CCCCCCCCCCCCCCC1CC1CCCCCCCCCCCCCCCCCC(=O)C(C)CCCCCCCCCCCCCCCCCCC)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antigen
Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing keto-meromycolic acid (CHEBI:74248) has role antigen (CHEBI:59132)
keto-meromycolic acid (CHEBI:74248) is a mycolic acid (CHEBI:25438)
Incoming C80 D-glucose mono(keto-meromycolate) (CHEBI:74255) has functional parent keto-meromycolic acid (CHEBI:74248)
glycerol mono(keto-meromycolate) (CHEBI:74251) has functional parent keto-meromycolic acid (CHEBI:74248)
IUPAC Name
2-{1-hydroxy-15-[2-(19-methyl-18-oxooctatriacontyl)cyclopropyl]pentadecyl}tetracosanoic acid
Synonyms Sources
keto meromycolic acid ChEBI
ketomeromycolic acid ChEBI
Citation Waiting for Citations Type Source
23727893 PubMed citation Europe PMC
Last Modified
21 June 2013