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Structure Database (LMSD)

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Common Name

25-hydroxyvitamin D3 25-glucuronide

Systematic Name

(5Z,7E)-3β-hydroxy-10-seco-5,7,10(19)-cholestatrien-25-yl β-D-glucopyranosiduronic acid

Synonyms

calcidiol 25-O-glucoronide

LM ID

LMST05010074

Formula

C₃₃H₅₂O₈

Exact Mass

Calculate m/z

576.36622

Sum Composition

ST 27:2;O2;GlcA

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

RQQPJTROOXJOLQ-IBWLQHGESA-N

InChi (Click to copy)

InChI=1S/C33H52O8/c1-19-10-13-23(34)18-22(19)12-11-21-9-7-17-33(5)24(14-15-25(21)33)20(2)8-6-16-32(3,4)41-31-28(37)26(35)27(36)29(40-31)30(38)39/h11-12,20,23-29,31,34-37H,1,6-10,13-18H2,2-5H3,(H,38,39)/b21-11+,22-12-/t20-,23+,24-,25+,26+,27+,28-,29+,31+,33-/m1/s1

SMILES (Click to copy)

C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)(C)C)/C[C@@H](O)C1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rattus norvegicus (#10116)

Mammalia (#40674)

Isolation and identification of 25-hydroxycholecalciferol from human plasma.,
Arch Intern Med, 1972

Pubmed ID: 8860945

Other Databases

CHEBI ID

139610

PubChem CID

11757884

Calculated Physicochemical Properties

Heavy Atoms 41

Rings 4

Aromatic Rings

Rotatable Bonds 9

Van der Waals Molecular Volume 589.78

Topological Polar Surface Area 138.75

Hydrogen Bond Donors 5

Hydrogen Bond Acceptors 8

logP 6.66

Molar Refractivity 159.42

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Created at

31st Oct 2023

Updated at