Structure Database (LMSD)

Common Name
(20S)-1alpha,25-dihydroxy-20-methoxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-20-methoxy-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (20S)-1alpha,25-dihydroxy-20-methoxycholecalciferol
LM ID
LMST03020380
Formula
C28H46O4
Exact Mass
Calculate m/z
446.33961
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)
MGEJVJKMMUAOIK-JYUOZGIFSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-19-21(17-22(29)18-24(19)30)11-10-20-9-7-15-27(4)23(20)12-13-25(27)28(5,32-6)16-8-14-26(2,3)31/h10-11,22-25,29-31H,1,7-9,12-18H2,2-6H3/b20-10+,21-11-/t22-,23+,24+,25+,27+,28+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](OC)(C)CCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178541
LIPIDBANK ID
VVD0464
PubChem CID
9547492

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 483.12
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.62
Molar Refractivity 132.34

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Created at
-
Updated at
31st May 2022