CHEBI:87602 - 4-hydroxyestrone

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ChEBI Name 4-hydroxyestrone
ChEBI ID CHEBI:87602
Definition A 4-hydroxy steroid that is estrone substituted by a hydroxy group at position 4.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information
Download Molfile XML SDF
Formula C18H22O3
Net Charge 0
Average Mass 286.36550
Monoisotopic Mass 286.15689
InChI InChI=1S/C18H22O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,19,21H,2-3,5,7-9H2,1H3/t11-,12-,14+,18+/m1/s1
InChIKey XQZVQQZZOVBNLU-QDTBLXIISA-N
SMILES C[C@]12CC[C@H]3[C@@H](CCc4c(O)c(O)ccc34)[C@@H]1CCC2=O
Roles Classification
Biological Role(s): estrogen
A hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens.
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-hydroxyestrone (CHEBI:87602) has functional parent estrone (CHEBI:17263)
4-hydroxyestrone (CHEBI:87602) has role carcinogenic agent (CHEBI:50903)
4-hydroxyestrone (CHEBI:87602) has role estrogen (CHEBI:50114)
4-hydroxyestrone (CHEBI:87602) has role human urinary metabolite (CHEBI:84087)
4-hydroxyestrone (CHEBI:87602) is a 17-oxo steroid (CHEBI:19168)
4-hydroxyestrone (CHEBI:87602) is a 3-hydroxy steroid (CHEBI:36834)
4-hydroxyestrone (CHEBI:87602) is a 4-hydroxy steroid (CHEBI:62846)
4-hydroxyestrone (CHEBI:87602) is a catechols (CHEBI:33566)
4-hydroxyestrone (CHEBI:87602) is a phenolic steroid (CHEBI:177917)
Incoming 4-hydroxyestrone 3-O-(β-D-glucuronide) (CHEBI:137960) has functional parent 4-hydroxyestrone (CHEBI:87602)
4-hydroxyestrone 4-O-(β-D-glucuronide) (CHEBI:137961) has functional parent 4-hydroxyestrone (CHEBI:87602)
IUPAC Name
3,4-dihydroxyestra-1,3,5(10)-trien-17-one
Synonyms Sources
3,4-dihydroxy-estra-1,3,5(10)-trien-17-one SUBMITTER
4-hydroxyestrone UniProt
estra-1,3,5(10)-triene-3,4-diol-17-one HMDB
Manual Xref Database
HMDB0005895 HMDB
View more database links
Registry Numbers Types Sources
2221832 Reaxys Registry Number Reaxys
3131-23-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11054642 PubMed citation Europe PMC
12865317 PubMed citation SUBMITTER
15525577 PubMed citation Europe PMC
19926488 PubMed citation Europe PMC
29713726 PubMed citation Europe PMC
4616428 PubMed citation Europe PMC
6540166 PubMed citation Europe PMC
7414657 PubMed citation Europe PMC
7956900 PubMed citation Europe PMC
Last Modified
26 January 2023