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CHEBI:74248 - keto-meromycolic acid

ChEBI IDCHEBI:74248
ChEBI Nameketo-meromycolic acid
Stars
DefinitionA 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.
Last Modified21 June 2013
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC81H158O4
Net Charge0
Average Mass1196.151
Monoisotopic Mass1195.21601
SMILESCCCCCCCCCCCCCCCCCCCCCCC(C(=O)O)C(O)CCCCCCCCCCCCCCC1CC1CCCCCCCCCCCCCCCCCC(=O)C(C)CCCCCCCCCCCCCCCCCCC
InChIInChI=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)
InChIKeyUABNIVVXQNTSRT-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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).
ChEBI Ontology
Outgoing Relation(s)
keto-meromycolic acid (CHEBI:74248) has role antigen (CHEBI:59132)
keto-meromycolic acid (CHEBI:74248) is a mycolic acid (CHEBI:25438)
Incoming Relation(s)
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  Source
ketomeromycolic acidChEBI
keto meromycolic acidChEBI
Citations