Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-25,25-diphenyl-26,27-dinorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-25,25-diphenyl-26,27-dinor-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-25,25-diphenyl-26,27-dinorcholecalciferol
LM ID
LMST03020543
Formula
C37H48O3
Exact Mass
Calculate m/z
540.360345
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)
Ultrasonically Induced Conjugate Addition of Iodides to Electron-Deficient Olefins and Its Application to the Synthesis of Side-Chain Analogs of the Hormone 1a,25-Dihydroxyvitamin D3,
J Org Chem, 1993

String Representations

InChiKey (Click to copy)
OXXBKFFJWAXMCY-CORMLKSPSA-N
InChi (Click to copy)
InChI=1S/C37H48O3/c1-26(12-10-23-37(40,30-14-6-4-7-15-30)31-16-8-5-9-17-31)33-20-21-34-28(13-11-22-36(33,34)3)18-19-29-24-32(38)25-35(39)27(29)2/h4-9,14-19,26,32-35,38-40H,2,10-13,20-25H2,1,3H3/b28-18+,29-19-/t26-,32-,33-,34+,35+,36-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C4C=CC=CC=4)C4C=CC=CC=4)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0639
PubChem CID
9547646

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 5
Aromatic Rings 2
Rotatable Bonds 8
Van der Waals Molecular Volume 567.67
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 8.44
Molar Refractivity 164.65

Admin

Created at
-
Updated at
30th Mar 2022