Structure Database (LMSD)

Common Name
17-epiestriol 3-O-(beta-D-glucuronide)
Systematic Name
16α,17α-dihydroxyestra-1(10),2,4-trien-3-yl β-D-glucopyranosiduronic acid
Synonyms
  • 16alpha,17alpha-estriol 3-O-(beta-D-glucuronate)
LM ID
LMST05010079
Formula
C24H32O9
Exact Mass
Calculate m/z
464.204636
Sum Composition
ST 18:3;O3;GlcA
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glucuronides [ST0501]
Steroids [ST02]
C18 steroids (estrogens) and derivatives [ST0201]

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Regiospecificity and stereospecificity of human UDP-glucuronosyltransferases in the glucuronidation of estriol, 16-epiestriol, 17-epiestriol, and 13-epiestradiol.,
Drug Metab Dispos, 2013
Pubmed ID: 23288867

String Representations

InChiKey (Click to copy)
UZKIAJMSMKLBQE-PHEYUCJMSA-N
InChi (Click to copy)
InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21-,23-,24+/m1/s1
SMILES (Click to copy)
[C@@]12([H])CCC3C=C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O4)C=CC=3[C@@]1([H])CC[C@]1(C)[C@H](O)[C@H](O)C[C@@]21[H]

Other Databases

CHEBI ID
137701
PubChem CID
118753213

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 419.61
Topological Polar Surface Area 158.98
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 2.15
Molar Refractivity 116.98

Admin

Created at
11th Mar 2025
Updated at
11th Mar 2025