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CHEBI:134466 - (21E)-3-hydroxy-35-[(icosan-2-yl)oxy]-35-oxo-2-pentacosylpentatriacont-21-enoic acid

ChEBI IDCHEBI:134466
ChEBI Name(21E)-3-hydroxy-35-[(icosan-2-yl)oxy]-35-oxo-2-pentacosylpentatriacont-21-enoic acid
Stars
ASCII Name(21E)-3-hydroxy-35-[(icosan-2-yl)oxy]-35-oxo-2-pentacosylpentatriacont-21-enoic acid
DefinitionA mycolic acid produced inter alia by Mycobacterium tuberculosis, the structure of which is heptacosanoic acid substituted at the α-carbon by a (14E)-33-hydroxy-1-[(icosan-2-yl)oxy]-1-oxotritriacont-14-en-33-yl chain.
Last Modified8 February 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC80H156O5
Net Charge0
Average Mass1198.123
Monoisotopic Mass1197.19528
SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(C(=O)O)C(O)CCCCCCCCCCCCCCCCC/C=C/CCCCCCCCCCCCC(=O)OC(C)CCCCCCCCCCCCCCCCCC
InChIInChI=1S/C80H156O5/c1-4-6-8-10-12-14-16-18-20-22-23-24-32-35-38-41-45-49-53-57-61-65-69-73-77(80(83)84)78(81)74-70-66-62-58-54-50-46-42-39-36-33-30-28-26-25-27-29-31-34-37-40-43-47-51-55-59-63-67-71-75-79(82)85-76(3)72-68-64-60-56-52-48-44-21-19-17-15-13-11-9-7-5-2/h29,31,76-78,81H,4-28,30,32-75H2,1-3H3,(H,83,84)/b31-29+
InChIKeyBRGNMDLWKZJITN-OWWNRXNESA-N
Species of MetaboliteComponentSourceComments
Mycobacterium phlei (ncbitaxon:1771) - PubMed (27807341)
Mycobacterium tuberculosis (ncbitaxon:1773) - PubMed (27807341)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
(21E)-3-hydroxy-35-[(icosan-2-yl)oxy]-35-oxo-2-pentacosylpentatriacont-21-enoic acid (CHEBI:134466) is a mycolic acid (CHEBI:25438)
Synonyms  Source
mycolic acid (C80)ChEBI
Mycobacterium phlei mycolic acid (C80)ChEBI
Mycobacterium tuberculosis mycolic acid (C80)ChEBI
M. tuberculosis mycolic acid (C80)ChEBI
M. phlei mycolic acid (C80)ChEBI
Citations