Structure Database (LMSD)

Common Name
(20S)-1alpha,25-dihydroxy-20-methoxy-24a-homovitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-20-methoxy-24a-homo-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (20S)-1alpha,25-dihydroxy-20-methoxy-24a-homocholecalciferol
LM ID
LMST03020428
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)
VQKYUKHGVNSMJF-JERFWYNDSA-N
InChi (Click to copy)
InChI=1S/C29H48O4/c1-20-22(18-23(30)19-25(20)31)12-11-21-10-9-16-28(4)24(21)13-14-26(28)29(5,33-6)17-8-7-15-27(2,3)32/h11-12,23-26,30-32H,1,7-10,13-19H2,2-6H3/b21-11+,22-12-/t23-,24+,25+,26+,28+,29+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](OC)(C)CCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0518
PubChem CID
9547535

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 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.01
Molar Refractivity 136.95

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Created at
-
Updated at
31st May 2022