Structure Database (LMSD)

H O O H H OH OH OH HO O O
Common Name
Testosterone glucuronide
Systematic Name
17β-hydroxyandrost-4-en-3-one 3-D-glucuronide
Synonyms
LM ID
LMST05010012
Formula
C25H36O8
Exact Mass
Calculate m/z
464.24102
Sum Composition
ST 19:2;O2;GlcA
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
NIKZPECGCSUSBV-HMAFJQTKSA-N
InChi (Click to copy)
InChI=1S/C25H36O8/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/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)/t14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
SMILES (Click to copy)
[C@@H]1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)C(=O)O)O[C@H]1CC[C@]2([H])[C@@]1(CC[C@]1([H])[C@@]3(C)CCC(=O)C=C3CC[C@]12[H])C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Formation of testosterone glucuronide by surviving liver slices.,
J Biol Chem, 1956
Pubmed ID: 13278341

Other Databases

Wikipedia
Testosterone_glucuronide
KEGG ID
C11134
HMDB ID
HMDB0003193
CHEBI ID
28835
PubChem CID
108192

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 441.66
Topological Polar Surface Area 135.59
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 3.51
Molar Refractivity 118.97

Reactions

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Reactions graph legend

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Created at
-
Updated at
30th Jan 2023