Structure Database (LMSD)

Common Name
17-beta-estradiol glucuronide
Systematic Name
3-hydroxyestra-1,3,5(10)-trien-17β-yl β-D-glucopyranosiduronic acid
Synonyms
  • 7beta-estradiol 17-glucosiduronic acid
  • 17beta-Estradiol 17-(beta-D-glucuronide)
  • Estradiol-17beta-glucuronide
  • Glucuronosylestradiol
LM ID
LMST05050028
Formula
C24H32O8
Exact Mass
Calculate m/z
448.20972
Sum Composition
ST 18:3;O2;GlcA
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Oestrogen conjugates of human late-pregnancy urine.,
Biochem J, 1967
Pubmed ID: 6035527

String Representations

InChiKey (Click to copy)
MTKNDAQYHASLID-QXYWQCSFSA-N
InChi (Click to copy)
InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(25)10-11(13)2-4-15(14)16(24)6-7-17(24)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1
SMILES (Click to copy)
O([C@H]1[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O1)O)O)O)[C@H]1CC[C@@]2([H])[C@]3([H])CCC4C=C(C=CC=4[C@@]3([H])CC[C@@]21C)O

Other Databases

KEGG ID
C11237
HMDB ID
HMDB0010317
CHEBI ID
791
PubChem CID
5281887
GuidePharm ID
4687

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 410.82
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.24
Molar Refractivity 114.99

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Created at
-
Updated at
19th Feb 2024