Structure Database (LMSD)

HO H O H OH OH
Common Name
(20S)-1alpha,25-dihydroxy-20-methoxy-26,27-dimethyl-24a-homovitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-20-methoxy-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (20S)-1alpha,25-dihydroxy-20-methoxy-26,27-dimethyl-24a-homocholecalciferol
LM ID
LMST03020502
Formula
C31H52O4
Exact Mass
Calculate m/z
488.38656
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
FKQONHKFAZAIOK-HPVXSBMKSA-N
InChi (Click to copy)
InChI=1S/C31H52O4/c1-7-31(34,8-2)19-10-9-18-30(5,35-6)28-16-15-26-23(12-11-17-29(26,28)4)13-14-24-20-25(32)21-27(33)22(24)3/h13-14,25-28,32-34H,3,7-12,15-21H2,1-2,4-6H3/b23-13+,24-14-/t25-,26+,27+,28+,29+,30+/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)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

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

Other Databases

LIPIDBANK ID
VVD0592
PubChem CID
9547606

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 535.02
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.79
Molar Refractivity 146.19

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Created at
-
Updated at
31st May 2022