Structure Database (LMSD)

Systematic Name
16α-hydroxyestrone 3-O-(β-D-glucuronide)
Synonyms
LM ID
LMST05010070
Formula
C24H30O9
Exact Mass
Calculate m/z
462.188985
Sum Composition
ST 18:4;O3;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]
C18 steroids (estrogens) and derivatives [ST0201]

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)
Glucuronidation of estrone and 16α-hydroxyestrone by human UGT enzymes: The key roles of UGT1A10 and UGT2B7.,
J Steroid Biochem Mol Biol, 2015
Pubmed ID: 26220143

String Representations

InChiKey (Click to copy)
LUVBXKQCOJYEJY-OWYKRJLGSA-N
InChi (Click to copy)
InChI=1S/C24H30O9/c1-24-7-6-13-12-5-3-11(32-23-19(28)17(26)18(27)20(33-23)22(30)31)8-10(12)2-4-14(13)15(24)9-16(25)21(24)29/h3,5,8,13-20,23,25-28H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,23-,24+/m1/s1
SMILES (Click to copy)
C1=CC(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)=CC2CC[C@@]3([H])[C@@]4(C[C@@H](O)C(=O)[C@@]4(C)CC[C@]3([H])C1=2)[H]

Other Databases

CHEBI ID
137488
PubChem CID
126456493

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 416.97
Topological Polar Surface Area 155.82
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 2.07
Molar Refractivity 115.47

Admin

Created at
31st Aug 2022
Updated at
31st Aug 2022