Structure Database (LMSD)
Common Name
Equilenin
Systematic Name
3-hydroxy-estra-1,3,5(10),6,8-pentaen-17-one
Synonyms
LM ID
LMST02010007
Formula
Exact Mass
Calculate m/z
266.13068
Sum Composition
Status
Curated
3D model of Equilenin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Equilenin is an equine estrogen found in the urine of pregnant mares.1 Unlike naturally occurring human estrogens, equilenin has no effect on nitric oxide synthase (eNOS) activity or expression and does not increase production of nitric oxide (NO). It is metabolized to 4-hydroxyequilenin, a carcinogenic compound that induces transformation of C3H 10T½ murine fibroblasts.2 Formulations containing equilenin conjugates have been widely used as hormone replacement therapies for post-menopausal women.
This information has been provided by Cayman Chemical
References
1. Novensa, L., Selent, J., Pastor, M., et al. Equine estrogens impair nitric oxide production and endothelial nitric oxide synthase transcription in human endothelial cells compared with the natural 17β-estradiol. Hypertension 56(3), 405-411 (2010).
References
String Representations
InChiKey (Click to copy)
PDRGHUMCVRDZLQ-WMZOPIPTSA-N
InChi (Click to copy)
InChI=1S/C18H18O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16,19H,6-9H2,1H3/t16-,18-/m0/s1
SMILES (Click to copy)
C1C2C3CC[C@]4(C)C(=O)CC[C@@]4([H])C=3C=CC=2C=C(O)C=1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
4
Aromatic Rings
2
Rotatable Bonds
0
Van der Waals Molecular Volume
250.46
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
3.94
Molar Refractivity
79.02
Admin
Created at
-
Updated at
4th Apr 2025