Structure Database (LMSD)

Common Name
3alpha-androstanediol glucuronide
Systematic Name
Androstane-3α,17β-diol 3-D-glucuronide
Synonyms
  • 17beta-Hydroxy-5alpha-androstan-3alpha-yl Beta-D-glucopyranosiduronic acid
LM ID
LMST05010004
Formula
C25H40O8
Exact Mass
Calculate m/z
468.27232
Sum Composition
ST 19:0;O2;GlcA
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glucuronides [ST0501]
Steroids [ST02]
C19 steroids (androgens) and derivatives [ST0202]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
3 alpha, 17 beta-androstanediol glucuronide in plasma. A marker of androgen action in idiopathic hirsutism.,
J Clin Invest, 1982
Pubmed ID: 7068855

String Representations

InChiKey (Click to copy)
GYNWSIBKBBWJJW-WWLGJQRMSA-N
InChi (Click to copy)
InChI=1S/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
SMILES (Click to copy)
C1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)C[C@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1

Other Databases

HMDB ID
HMDB10339
CHEBI ID
88730
PubChem CID
16186349

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 446.94
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.67
Molar Refractivity 120.51

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Created at
-
Updated at
13th Sep 2021