Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24-oxovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-1,3,25-trihydroxy-9,10-seco-5,7,10(19)-cholestatrien-24-one
Synonyms
  • 1alpha,25-dihydroxy-24-oxocholecalciferol
LM ID
LMST03020186
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)
Isolation and identification of 1,25-dihydroxy-24-oxo-vitamin D3 and 1,23,25-trihydroxy-24-oxo-vitamin D3. New metabolites of vitamin D3 produced by a C-24 oxidation pathway of metabolism for 1,25-dihydroxyvitamin D3 present in intestine and kidney.,
J Biol Chem, 1983
Pubmed ID: 6315697

String Representations

InChiKey (Click to copy)
BWFQMABKLLTETH-YGQRWWDYSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-17(8-13-25(30)26(3,4)31)22-11-12-23-19(7-6-14-27(22,23)5)9-10-20-15-21(28)16-24(29)18(20)2/h9-10,17,21-24,28-29,31H,2,6-8,11-16H2,1,3-5H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCC(=O)C(O)(C)C)/C[C@@H](O)C1

Other Databases

CHEBI ID
47812
LIPIDBANK ID
VVD0204
PubChem CID
5283703
SwissLipids ID
SLM:000000478

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
-
Updated at
31st Mar 2022