Structure Database (LMSD)

Common Name
(20S)-1alpha,20,25-trihydroxy-26,27-dimethyl-24a-homovitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19)-cholestatriene-1,3,20,25-tetrol
Synonyms
  • (20S)-1alpha,20,25-trihydroxy-26,27-dimethyl-24a-homocholecalciferol
LM ID
LMST03020475
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)
ZZBXTPNYAGYJOS-LKHJSATLSA-N
InChi (Click to copy)
InChI=1S/C29H48O4/c1-5-29(33,6-2)17-8-7-11-26(31)25-15-14-24-21(10-9-16-28(24,25)4)12-13-22-18-23(30)19-27(32)20(22)3/h12-13,23-27,30-33H,3,5-11,14-19H2,1-2,4H3/b21-12+,22-13-/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)([H])CCCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0565
PubChem CID
9547580

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
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