Structure Database (LMSD)

Common Name
25-hydroxy-16,17-didehydrovitamin D3
Systematic Name
(5Z,7E)-(3S)-9,10-seco-5,7,10(19),16-cholestatetraene-3,25-diol
Synonyms
  • 25-hydroxy-16,17-didehydrocholecalciferol
LM ID
LMST03020155
Formula
C27H42O2
Exact Mass
Calculate m/z
398.31848
Status
Active
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
synthetic construct (#32630)
An evaluation of 1,25-dihydroxyvitamin D3 analogues on the proliferation and differentiation of cultured human keratinocytes, calcium metabolism and the differentiation of human HL-60 cells,
J Nutr Biochem, 1993

String Representations

InChiKey (Click to copy)
KUUGNMDWOAKHHG-JQJQXOMGSA-N
InChi (Click to copy)
InChI=1S/C27H42O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,14,20,23,25,28-29H,1,6-10,13,15-18H2,2-5H3/b21-11+,22-12-/t20-,23+,25+,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(O)(C)C)/C[C@@H](O)C1

Other Databases

CHEBI ID
183005
LIPIDBANK ID
VVD0173
PubChem CID
5283683

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 445.60
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.23
Molar Refractivity 123.65

Admin

Created at
-
Updated at
31st May 2022