Structure Database (LMSD)
Common Name
Estriol
Systematic Name
estra-1,3,5(10)-triene-3,16,17-triol
Synonyms
LM ID
LMST02010003
Formula
Exact Mass
Calculate m/z
288.172545
Sum Composition
Status
Curated
3D model of Estriol
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
Estriol is a metabolite of estradiol and a major estrogen produced in the later stages of pregnancy. In a longitudinal study in healthy pregnant women, total plasma estriol levels increased from <10 ng/ml at 8-10 weeks gestation to approximately 150 ng/ml at week 38.1 The majority of the estriol synthesized in the later stages of pregnancy originates from fetal dehydroepiandrosterone sulfate (DHEAS) and serves as a direct marker of fetal adrenal gland activity.2 Saliva contains primarily unbound and unconjugated estriol and is commonly used for monitoring estriol levels.2,3 Plasma levels of estriol in males and non-pregnant females is less than 2 ng/ml.4
This information has been provided by Cayman Chemical
References
1. Voss, H.F. Hormonal pathways of preterm birth. Am. J. Obstet. Gynecol. 180(1), S226-S231 (1999).
4. Steroid levels in humans. (1999).
Reactions
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References
String Representations
InChiKey (Click to copy)
PROQIPRRNZUXQM-ZXXIGWHRSA-N
InChi (Click to copy)
InChI=1S/C18H24O3/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/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
SMILES (Click to copy)
C1C2[C@@]3([H])CC[C@]4(C)[C@@H](O)[C@H](O)C[C@@]4([H])[C@]3([H])CCC=2C=C(O)C=1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
4
Aromatic Rings
1
Rotatable Bonds
0
Van der Waals Molecular Volume
278.07
Topological Polar Surface Area
60.69
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
3
logP
3.15
Molar Refractivity
81.14
Admin
Created at
-
Updated at
3rd Aug 2022