Structure Database (LMSD)

Common Name
25-hydroxyvitamin D3 3-glucuronide
Systematic Name
(5Z,7E)-25-hydroxy-10-seco-5,7,10(19)-cholestatrien-3α-yl β-D-glucopyranosiduronic acid
Synonyms
  • calcidiol 3-O-glucoronide
  • calcidiol 3-O-(beta-D-glucuronide)
LM ID
LMST05010075
Formula
C33H52O8
Exact Mass
Calculate m/z
576.36622
Sum Composition
ST 27:2;O2;GlcA
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glucuronides [ST0501]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

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

String Representations

InChiKey (Click to copy)
RYOQRDXVFJRWFJ-VIVSZJOJSA-N
InChi (Click to copy)
InChI=1S/C33H52O8/c1-19-10-13-23(40-31-28(36)26(34)27(35)29(41-31)30(37)38)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)39/h11-12,20,23-29,31,34-36,39H,1,6-10,13-18H2,2-5H3,(H,37,38)/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)C)/C[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)C1

Other Databases

CHEBI ID
139613
PubChem CID
10257566

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

Admin

Created at
31st Oct 2023
Updated at
31st Oct 2023