Structure Database (LMSD)

O H O OH OH OH O HO HO H H
Common Name
25-hydroxyvitamin D2 25-(beta-glucuronide)
Systematic Name
(5Z,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraene-3,25-diol 25-D-glucuronide
Synonyms
  • 25 hydroxyergocalciferol 25-(beta-glucuronide)
LM ID
LMST05010021
Formula
C34H52O8
Exact Mass
Calculate m/z
588.36622
Sum Composition
ST 28:3;O2;GlcA
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glucuronides [ST0501]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

String Representations

InChiKey (Click to copy)
MWEHQOJAQKGFMP-LPWBXTEISA-N
InChi (Click to copy)
InChI=1S/C34H52O8/c1-19-10-14-24(35)18-23(19)13-12-22-8-7-17-34(6)25(15-16-26(22)34)20(2)9-11-21(3)33(4,5)42-32-29(38)27(36)28(37)30(41-32)31(39)40/h9,11-13,20-21,24-30,32,35-38H,1,7-8,10,14-18H2,2-6H3,(H,39,40)/b11-9+,22-12+,23-13-/t20-,21+,24+,25-,26+,27+,28+,29-,30+,32+,34-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O4)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gallus gallus (#9031)
Aves (#8782)
Isolation and identification of 25-hydroxyvitamin D2 25-glucuronide: a biliary metabolite of vitamin D2 in the chick.,
Biochemistry, 1981
Pubmed ID: 6970592

Other Databases

HMDB ID
HMDB0010360
LIPIDBANK ID
VVD0627
PubChem CID
10461024

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 4
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 604.44
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 6.68
Molar Refractivity 163.87

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Created at
-
Updated at
30th Mar 2022