Structure Database (LMSD)

Common Name
(24S,25R)-25,26-epoxy-1alpha,24-dihydroxy-27-norvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,24S,25R)-25,26-epoxy-27-nor-9,10-seco-5,7,10(19)-cholestatriene-1,3,24-triol
Synonyms
  • (24S,25R)-25,26-epoxy-1alpha,24-dihydroxy-27-norcholecalciferol
LM ID
LMST03020038
Formula
C26H40O4
Exact Mass
Calculate m/z
416.29266
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)
Synthesis and biological evaluation of some 25,26-epoxy-1α,24-dihydroxyvitamin D3 analogues,
Bioorg Med Chem Letts, 1993

String Representations

InChiKey (Click to copy)
CKMUTKJMMMBQHA-SEYIZASSSA-N
InChi (Click to copy)
InChI=1S/C26H40O4/c1-16(6-11-23(28)25-15-30-25)21-9-10-22-18(5-4-12-26(21,22)3)7-8-19-13-20(27)14-24(29)17(19)2/h7-8,16,20-25,27-29H,2,4-6,9-15H2,1,3H3/b18-7+,19-8-/t16-,20-,21-,22+,23+,24+,25-,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CC[C@H](O)[C@@H]4OC4)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0040
PubChem CID
10409684

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 436.16
Topological Polar Surface Area 73.22
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.73
Molar Refractivity 121.41

Admin

Created at
-
Updated at
7th Apr 2022