Structure Database (LMSD)

Common Name
1alpha-hydroxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-26,27-dimethylcholecalciferol
LM ID
LMST03020415
Formula
C29H48O2
Exact Mass
Calculate m/z
428.36543
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 of 26,27-dialkyl analogues of 1 alpha,25-dihydroxyvitamin D3.,
Chem Pharm Bull (Tokyo), 1988
Pubmed ID: 3240463

String Representations

InChiKey (Click to copy)
QFGMSRFTMOGGMD-YHJZYTGLSA-N
InChi (Click to copy)
InChI=1S/C29H48O2/c1-6-22(7-2)11-8-10-20(3)26-15-16-27-23(12-9-17-29(26,27)5)13-14-24-18-25(30)19-28(31)21(24)4/h13-14,20,22,25-28,30-31H,4,6-12,15-19H2,1-3,5H3/b23-13+,24-14-/t20-,25-,26-,27+,28+,29-/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(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0505
PubChem CID
9547522

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 482.84
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.94
Molar Refractivity 132.84

Admin

Created at
-
Updated at
27th Mar 2024