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CHEBI:138283 - (2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid

ChEBI IDCHEBI:138283
ChEBI Name(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid
Stars
ASCII Name(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid
DefinitionAn oxo seco-steroid that is a meta-cleavage metabolite in the estrogen degradation pathway; an unstable precursor to pyridinestrone acid.
Last Modified22 August 2017
SubmitterSteve
DownloadsMolfile
FormulaC18H22O5
Net Charge0
Average Mass318.369
Monoisotopic Mass318.14672
SMILES[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])/C(=C/C=C(\O)C(=O)O)C(=O)CC[C@@]21[H]
InChIInChI=1S/C18H22O5/c1-18-9-8-10-11(13(18)4-7-16(18)21)2-5-14(19)12(10)3-6-15(20)17(22)23/h3,6,10-11,13,20H,2,4-5,7-9H2,1H3,(H,22,23)/b12-3-,15-6-/t10-,11+,13-,18-/m0/s1
InChIKeyJRZZGZUMLBSRII-XPRWOFODSA-N
Species of MetaboliteComponentSourceComments
Sphingomonas sp. (ncbitaxon:28214) - PubMed (28552583) Strain: KC8
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid (CHEBI:138283) has role bacterial metabolite (CHEBI:76969)
(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid (CHEBI:138283) is a hydroxy seco-steroid (CHEBI:36853)
(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid (CHEBI:138283) is a oxo seco-steroid (CHEBI:47836)
(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid (CHEBI:138283) is a steroid acid (CHEBI:47891)
(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid (CHEBI:138283) is conjugate acid of (2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oate (CHEBI:137521)
Incoming Relation(s)
(2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oate (CHEBI:137521) is conjugate base of (2Z,10Z)-3-hydroxy-5,17-dioxo-4,5-secoestra-2,10-diene-3-oic acid (CHEBI:138283)
IUPAC Name 
(2Z,4Z)-2-hydroxy-4-[(3aS,5aS,9aS,9bS)-3a-methyl-3,7-dioxododecahydro-6H-cyclopenta[a]naphthalen-6-ylidene]but-2-enoic acid
Synonym  Source
(2Z,10Z)-4,5-secoestra-2-10-diene-3-ol-5,17-dione-3-oic acidChEBI
Citations