Structure Database (LMSD)

Common Name
5-alpha-Dihydrotestosterone glucuronide
Systematic Name
17β-hydroxy-androstan-3-one 17-O-glucuronide
Synonyms
  • Dihydrotestosterone 17-Glucuronide
LM ID
LMST05010041
Formula
C25H38O8
Exact Mass
Calculate m/z
466.25667
Sum Composition
ST 19:1;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]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Human UDP-glucuronosyltransferase, UGT1A8, glucuronidates dihydrotestosterone to a monoglucuronide and further to a structurally novel diglucuronide.,
Drug Metab Dispos, 2006
Pubmed ID: 16595710

String Representations

InChiKey (Click to copy)
CLQMBSSRTBUNDV-CPKOJWPQSA-N
InChi (Click to copy)
InChI=1S/C25H38O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h12,14-21,23,27-29H,3-11H2,1-2H3,(H,30,31)/t12-,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
SMILES (Click to copy)
[C@]12(CC[C@@]3([H])CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O3)CC[C@@]21[H])[H]

Other Databases

HMDB ID
HMDB0006203
CHEBI ID
89417
PubChem CID
44263365

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 444.30
Topological Polar Surface Area 135.59
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 3.59
Molar Refractivity 119.00

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Created at
-
Updated at
8th Nov 2023