CHEBI:81467 - 7α-hydroxypregnenolone

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ChEBI Name 7α-hydroxypregnenolone
ChEBI ID CHEBI:81467
ChEBI ASCII Name 7alpha-hydroxypregnenolone
Definition A 20-oxo steroid that is pregnenolone carrying an additional hydroxy substituent at the 7α-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H32O3
Net Charge 0
Average Mass 332.478
Monoisotopic Mass 332.23514
InChI InChI=1S/C21H32O3/c1-12(22)15-4-5-16-19-17(7-9-21(15,16)3)20(2)8-6-14(23)10-13(20)11-18(19)24/h11,14-19,23-24H,4-10H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21+/m0/s1
InChIKey UEWNVBNIVGLQPG-XXHSLLPRSA-N
SMILES C1[C@@]2([C@]3(CC[C@]4(C)[C@@H](C(C)=O)CC[C@]4([C@@]3([C@@H](C=C2C[C@H](C1)O)O)[H])[H])[H])C
Metabolite of Species Details
Petromyzon marinus (NCBI:txid7757) See: PubMed
Ictalurus punctatus (NCBI:txid7998) See: PubMed
Oncorhynchus mykiss (NCBI:txid8022) See: PubMed
Cynops pyrrhogaster (NCBI:txid8330) See: PubMed
Coturnix japonica (NCBI:txid93934) See: PubMed
Roles Classification
Biological Role(s): rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
Application(s): nootropic agent
Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 7α-hydroxypregnenolone (CHEBI:81467) has functional parent pregnenolone (CHEBI:16581)
7α-hydroxypregnenolone (CHEBI:81467) has role dopaminergic agent (CHEBI:48560)
7α-hydroxypregnenolone (CHEBI:81467) has role marine metabolite (CHEBI:76507)
7α-hydroxypregnenolone (CHEBI:81467) has role nootropic agent (CHEBI:66980)
7α-hydroxypregnenolone (CHEBI:81467) has role rat metabolite (CHEBI:86264)
7α-hydroxypregnenolone (CHEBI:81467) is a 20-oxo steroid (CHEBI:36885)
7α-hydroxypregnenolone (CHEBI:81467) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
7α-hydroxypregnenolone (CHEBI:81467) is a 7α-hydroxy steroid (CHEBI:36843)
7α-hydroxypregnenolone (CHEBI:81467) is a C21-steroid (CHEBI:61313)
IUPAC Name
3β,7α-dihydroxypregn-5-en-20-one
Synonyms Sources
(3β,7α)-3,7-dihydroxypregn-5-en-20-one IUPAC
3beta,7alpha-Dihydroxy-5-pregnen-20-one KEGG COMPOUND
7α-hydroxypregnenolone UniProt
Manual Xrefs Databases
C18038 KEGG COMPOUND
HMDB0060424 HMDB
View more database links
Registry Number Type Source
3157694 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12714005 PubMed citation Europe PMC
12927902 PubMed citation Europe PMC
15193266 PubMed citation Europe PMC
15569930 PubMed citation Europe PMC
16902960 PubMed citation Europe PMC
17065445 PubMed citation Europe PMC
18305249 PubMed citation Europe PMC
19362555 PubMed citation Europe PMC
19456338 PubMed citation Europe PMC
19456352 PubMed citation Europe PMC
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19456382 PubMed citation Europe PMC
20138182 PubMed citation Europe PMC
20219980 PubMed citation Europe PMC
9679086 PubMed citation Europe PMC
Last Modified
11 April 2018