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
Exact Mass
Calculate m/z
478.220285
Sum Composition
Status
Active
No other lipid differing only in stereochemistry/bond geometry found
3D model of 4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
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
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
J Clin Endocrinol Metab, 2004
Pubmed ID:
15472229
Other Databases
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
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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Admin
Created at
1st Sep 2022
Updated at
1st Sep 2022