Structure Database (LMSD)

Common Name
2-Methoxy-estradiol-17beta 3-glucuronide
Systematic Name
2-methoxy-estra-1,3,5(10)-triene-3,17β-diol 3-D-glucuronide
Synonyms
LM ID
LMST05010009
Formula
C25H34O9
Exact Mass
Calculate m/z
478.220285
Sum Composition
ST 19:3;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 graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Specificity and regioselectivity of the conjugation of estradiol, estrone, and their catecholestrogen and methoxyestrogen metabolites by human uridine diphospho-glucuronosyltransferases expressed in endometrium.,
J Clin Endocrinol Metab, 2004
Pubmed ID: 15472229

String Representations

InChiKey (Click to copy)
LLCPFVIBUZJITJ-GVEMAFOVSA-N
InChi (Click to copy)
InChI=1S/C25H34O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,18-22,24,26-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,18-,19-,20-,21+,22-,24+,25-/m0/s1
SMILES (Click to copy)
[C@]12([C@]([H])(CC[C@]3(C)[C@H](CC[C@@]13[H])O)C1C=C(OC)C(O[C@H]3[C@H](O)[C@H]([C@H](O)[C@@H](C(=O)O)O3)O)=CC=1CC2)[H]

Other Databases

KEGG ID
C11131
HMDB ID
HMDB0006765
CHEBI ID
36491
PubChem CID
443076

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 436.91
Topological Polar Surface Area 147.98
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 2.90
Molar Refractivity 121.64

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Created at
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Updated at
23rd Nov 2021