Structure Database (LMSD)

Common Name
(22S)-1alpha,22,25-trihydroxy-26,27-dimethyl-24a-homovitamin D3
Systematic Name
(5Z,7E)-(1S,3R,22S)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19)-cholestatriene-1,3,22,25-tetrol
Synonyms
  • (22S)-1alpha,22,25-trihydroxy-26,27-dimethyl-24a-homocholecalciferol
LM ID
LMST03020476
Formula
C30H50O4
Exact Mass
Calculate m/z
474.37091
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 1a,25-Dihydroxy-22-thiavitamin D3 and Related Analogs,
Bioorg Med Chem Lett, 1995

String Representations

InChiKey (Click to copy)
BEIORBOOYCCRTP-RPBDSEOUSA-N
InChi (Click to copy)
InChI=1S/C30H50O4/c1-6-30(34,7-2)17-9-11-27(32)21(4)25-14-15-26-22(10-8-16-29(25,26)5)12-13-23-18-24(31)19-28(33)20(23)3/h12-13,21,24-28,31-34H,3,6-11,14-19H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25+,26-,27-,28-,29+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])[C@@H](O)CCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0566
PubChem CID
9547581

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 517.72
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.99
Molar Refractivity 141.33

Admin

Created at
-
Updated at
22nd Jan 2024