CHEBI:87841 - 4-pregnen-20,21-diol-3-one

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 4-pregnen-20,21-diol-3-one
ChEBI ID CHEBI:87841
Definition A 3-oxo Δ4-steroid that is pregn-4-en-3-one carrying two hydroxy substituents at positions 20 and 21.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
Download Molfile XML SDF
Formula C21H32O3
Net Charge 0
Average Mass 332.478
Monoisotopic Mass 332.23514
InChI InChI=1S/C21H32O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-19,22,24H,3-10,12H2,1-2H3/t15-,16-,17-,18+,19?,20-,21-/m0/s1
InChIKey ZCFUAGVJMSGCHS-FYGMKCHKSA-N
SMILES C1[C@@]2([C@@]([C@@]3(C(C1)=CC(CC3)=O)C)(CC[C@@]4([C@@](CC[C@@]24[H])([H])C(CO)O)C)[H])[H]
Roles Classification
Biological Role(s): bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor
An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of of 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5alpha-dihydrotestosterone.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-pregnen-20,21-diol-3-one (CHEBI:87841) has parent hydride pregnane (CHEBI:8386)
4-pregnen-20,21-diol-3-one (CHEBI:87841) has role Escherichia coli metabolite (CHEBI:76971)
4-pregnen-20,21-diol-3-one (CHEBI:87841) has role bacterial xenobiotic metabolite (CHEBI:76976)
4-pregnen-20,21-diol-3-one (CHEBI:87841) has role EC 1.3.1.22 [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor (CHEBI:50781)
4-pregnen-20,21-diol-3-one (CHEBI:87841) is a 20-hydroxy steroid (CHEBI:36854)
4-pregnen-20,21-diol-3-one (CHEBI:87841) is a 21-hydroxy steroid (CHEBI:35344)
4-pregnen-20,21-diol-3-one (CHEBI:87841) is a 3-oxo-Δ4 steroid (CHEBI:47909)
IUPAC Name
20,21-dihydroxypregn-4-en-3-one
Synonym Source
4-pregnen-20,21-diol-3-one UniProt
Manual Xref Database
CPD-16843 MetaCyc
View more database links
Registry Number Type Source
5582727 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18035825 PubMed citation SUBMITTER
Last Modified
08 October 2015