Structure Database (LMSD)

Common Name
(23S)-23,25-dihydroxy-24-oxovitamin D3
Systematic Name
(5Z,7E)-(3S,23S)-3,23,25-trihydroxy-9,10-seco-5,7,10(19)-cholestatrien-24-one
Synonyms
  • (23S)-23,25-dihydroxy-24-oxocholecalciferol
LM ID
LMST03020187
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
The isolation and identification of two new metabolites of 25-hydroxyvitamin D3 produced in the kidney.,
J Biol Chem, 1983
Pubmed ID: 6630213

String Representations

InChiKey (Click to copy)
LYVJVKJTSXESPC-JDHDJSQBSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-17-8-11-21(28)16-20(17)10-9-19-7-6-14-27(5)22(12-13-23(19)27)18(2)15-24(29)25(30)26(3,4)31/h9-10,18,21-24,28-29,31H,1,6-8,11-16H2,2-5H3/b19-9+,20-10-/t18-,21+,22-,23+,24+,27-/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)C[C@H](O)C(=O)C(O)(C)C)/C[C@@H](O)C1

Other Databases

CHEBI ID
90980
LIPIDBANK ID
VVD0205
PubChem CID
5283704

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 463.18
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.74
Molar Refractivity 125.96

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Created at
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Updated at
11th Oct 2024