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CHEBI:83149 - (25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid

ChEBI IDCHEBI:83149
ChEBI Name(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid
Stars
ASCII Name(25S)-3alpha-hydroxy-5alpha-cholest-7-en-26-oic acid
DefinitionA steroid acid that is 5α-cholest-7-en-26-oic acid that has S configuration at position 25 and is substituted by a hydroxy group at the 3α position. It is an endogenous ligand for DAF-12 in Caenorhabditis elegans.
Last Modified27 February 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC27H44O3
Net Charge0
Average Mass416.646
Monoisotopic Mass416.32905
SMILES[H][C@@]12CC=C3[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC[C@H](C)C(=O)O)[C@@]1(C)CC[C@@H](O)C2
InChIInChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h9,17-20,22-24,28H,5-8,10-16H2,1-4H3,(H,29,30)/t17-,18+,19+,20-,22-,23+,24+,26+,27-/m1/s1
InChIKeyWWAMLGNSINNDPI-NDGCQPAQSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (24453122)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
Caenorhabditis elegans metabolite  A nematode metabolite produced by Caenorhabditis elegans.
ChEBI Ontology
Outgoing Relation(s)
(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid (CHEBI:83149) has role Caenorhabditis elegans metabolite (CHEBI:78804)
(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid (CHEBI:83149) is a 3α-hydroxy steroid (CHEBI:36835)
(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid (CHEBI:83149) is a cholestanoid (CHEBI:50401)
(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid (CHEBI:83149) is a monocarboxylic acid (CHEBI:25384)
(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid (CHEBI:83149) is a steroid acid (CHEBI:47891)
IUPAC Name 
(25S)-3α-hydroxy-5α-cholest-7-en-26-oic acid
Synonyms  Source
(3α,5α,25S)-3-hydroxycholest-7-en-26-oic acidIUPAC
(+)-3α-hydroxy-(5α,25S)-3-oxocholest-7-en-26-oic acidSMID
hyda#1SMID
(3R,25S)-3-hydroxy-cholest-7-en-26-oic acidChEBI
3α-OH-Δ7-dafachronic acidSMID
dafa#3SMID
Citations