Structure Database (LMSD)

Common Name
(20S)-1alpha,20,25-trihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-9,10-seco-5,7,10(19)-cholestatriene-1,3,20,25-tetrol
Synonyms
  • (20S)-1alpha,20,25-trihydroxycholecalciferol
LM ID
LMST03020290
Formula
C27H44O4
Exact Mass
Calculate m/z
432.32396
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)
XIVGHFZETSYMIB-DACLUIDISA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-18-20(16-21(28)17-23(18)29)10-9-19-8-6-14-26(4)22(19)11-12-24(26)27(5,31)15-7-13-25(2,3)30/h9-10,21-24,28-31H,1,6-8,11-17H2,2-5H3/b19-9+,20-10-/t21-,22+,23+,24+,26+,27+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@](O)(C)CCCC(O)(C)C)/C[C@@H](O)C1

Other Databases

CHEBI ID
166750
LIPIDBANK ID
VVD0317
PubChem CID
5283754

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 465.82
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.97
Molar Refractivity 127.55

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Created at
-
Updated at
31st May 2022