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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22O3
Molecular Weight 286.3655
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 16.ALPHA.-HYDROXYESTRONE

SMILES

[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@]3([H])C4=C(CC[C@@]23[H])C=C(O)C=C4

InChI

InChIKey=WPOCIZJTELRQMF-QFXBJFAPSA-N
InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1

HIDE SMILES / InChI

Molecular Formula C18H22O3
Molecular Weight 286.3655
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

16alpha-hydroxyestrone is a naturally occurring estrone metabolite. It exerts estrogenic properties through covalent estrogen receptor (ER) binding. 16alpha-hydroxyestrone is a potential tumor initiator. The ratio 2-hydroxyestrone to 16alpha-hydroxyestrone could serve as an innovative intermediate biomarker for breast cancer risk. This biomarker could be used to identify women at high risk, and provide the analytic framework for the development of new pharmaceutical and dietary intervention strategies.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
The ovarian cancer cell line OVCAR-3 were incubated with 16alpha-hydroxyestrone (16-OHE1) for seven days in the concentration range of 0.01 nM to 10 nM. 16-OHE1 treatment exerts the proliferative and antiapoptotic effect.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:20:09 GMT 2023
Edited
by admin
on Sat Dec 16 08:20:09 GMT 2023
Record UNII
JY611949JU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
16.ALPHA.-HYDROXYESTRONE
Common Name English
(16R)-3,16.ALPHA.-DIHYDROXY-1,3,5(10)-ESTRATRIEN-17-ONE
Systematic Name English
Hydroxyestrone [WHO-DD]
Common Name English
C05300
Code English
16.ALPHA.-OHE1
Common Name English
(8R,9S,13S,14S,16R)-3,16-DIHYDROXY-13-METHYL-7,8,9,11,12,14,15,16-OCTAHYDRO-6H-CYCLOPENTA(A)PHENANTHREN-17-ONE
Systematic Name English
J130.683I
Code English
3,16.ALPHA.-DIHYDROXY-1,3,5(10)-ESTRATRIEN-17-ONE
Systematic Name English
ESTRA-1,3,5(10)-TRIENE-3,16.ALPHA.-DIOL-17-ONE
Systematic Name English
16ALPHA-HYDROXYESTRONE
Common Name English
ESTRA-1,3,5(10)-TRIEN-17-ONE, 3,16-DIHYDROXY-, (16.ALPHA.)-
Systematic Name English
(16.ALPHA.)-3,16-DIHYDROXYESTRA-1(10),2,4-TRIEN-17-ONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C2181
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
Code System Code Type Description
WIKIPEDIA
16α-Hydroxyestrone
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
FDA UNII
JY611949JU
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
PUBCHEM
115116
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID901047947
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
CAS
566-76-7
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
CHEBI
776
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
NCI_THESAURUS
C120468
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY NCIT
EVMPD
SUB14145MIG
Created by admin on Sat Dec 16 08:20:09 GMT 2023 , Edited by admin on Sat Dec 16 08:20:09 GMT 2023
PRIMARY
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