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
2. Peter, M., Dörr, H.G., and Sippell, W.G. Changes in the concentrations of dehydroepiandrosterone sulfate and estriol in maternal plasma during pregnancy: A longitudinal study in healthy women throughout gestation and at term. Horm. Res. 42(6), 278-281 (1994).
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