Structure Database (LMSD)

Common Name
5alpha-dihydrotestosterone 17-O-[beta-D-glucuronosyl-(1->2)-glucuronate]
Systematic Name
17β-hydroxy-5β-androstan-3-one 17-O-β-D-glucuronosyl-(1->2)-glucuronate
Synonyms
  • DHT Diglucuronide
LM ID
LMST05010077
Formula
C31H46O14
Exact Mass
Calculate m/z
642.28876
Sum Composition
ST 19:1;O2;2GlcA
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 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)
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)
HCBFNYJWBTZVOD-ZLLOFXDPSA-N
InChi (Click to copy)
InChI=1S/C31H46O14/c1-30-9-7-13(32)11-12(30)3-4-14-15-5-6-17(31(15,2)10-8-16(14)30)42-29-25(21(36)20(35)24(44-29)27(40)41)45-28-22(37)18(33)19(34)23(43-28)26(38)39/h12,14-25,28-29,33-37H,3-11H2,1-2H3,(H,38,39)(H,40,41)/t12-,14-,15-,16-,17-,18-,19-,20-,21-,22+,23-,24-,25+,28-,29+,30-,31-/m0/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@@]3([H])CC(CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])O[C@H]1[C@H](O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)C(O)=O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O1)=O

Other Databases

CHEBI ID
137856
PubChem CID
129011085

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 585.84
Topological Polar Surface Area 233.88
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 2.94
Molar Refractivity 154.74

Admin

Created at
8th Nov 2023
Updated at
8th Nov 2023