Structure Database (LMSD)

Common Name
4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide)
Systematic Name
4-methoxy-estra-1,3,5(10)-triene-3,17β-diol 3-D-glucuronide
Synonyms
LM ID
LMST05010072
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)
KBFMKDGMUPKRND-UTXOSXIHSA-N
InChi (Click to copy)
InChI=1S/C25H34O9/c1-25-10-9-12-11-5-7-16(33-24-20(29)18(27)19(28)22(34-24)23(30)31)21(32-2)14(11)4-3-13(12)15(25)6-8-17(25)26/h5,7,12-13,15,17-20,22,24,26-29H,3-4,6,8-10H2,1-2H3,(H,30,31)/t12-,13-,15+,17+,18+,19+,20-,22+,24-,25+/m1/s1
SMILES (Click to copy)
[C@]12([H])CC[C@]3(C)[C@H](CC[C@@]3([H])[C@]1([H])CCC1C(OC)=C(C=CC2=1)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O1)O

Other Databases

CHEBI ID
137966
PubChem CID
129011103

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

Admin

Created at
1st Sep 2022
Updated at
1st Sep 2022