Structure Database (LMSD)

Common Name
(20S)-14alpha,20,25-trihydroxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,20,25-tetrol
Synonyms
  • (20S)-1alpha,20,25-trihydroxy-26,27-dimethylcholecalciferol
LM ID
LMST03020437
Formula
C29H48O4
Exact Mass
Calculate m/z
460.35526
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 Activity of 20-Hydroxylated Vitamin D Analogues,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
GAXSAKLXFOKWIW-ISTKCZTASA-N
InChi (Click to copy)
InChI=1S/C29H48O4/c1-6-29(33,7-2)17-9-16-28(5,32)26-14-13-24-21(10-8-15-27(24,26)4)11-12-22-18-23(30)19-25(31)20(22)3/h11-12,23-26,30-33H,3,6-10,13-19H2,1-2,4-5H3/b21-11+,22-12-/t23-,24+,25+,26+,27+,28+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](O)(C)CCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0527
PubChem CID
9547543

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 500.42
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.75
Molar Refractivity 136.78

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Created at
-
Updated at
31st May 2022