Structure Database (LMSD)

Common Name
1alpha,18,25-trihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-9,10-seco-5,7,10(19)-cholestatriene-1,3,18,25-tetrol
Synonyms
  • 1alpha,18,25-trihydroxycholecalciferol
LM ID
LMST03020289
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)
Functionalization of Vitamin D Metabolites at C-18 and Application to The Synthesis of 1a,18,25-Trihydroxyvitamin D3 and 18,25-Dihydroxyvitamin D3,
Tetrahedron Letts, 1992

String Representations

InChiKey (Click to copy)
ZJTNZJXJGKCJEG-ALXHSOSYSA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-18(7-5-13-26(3,4)31)23-11-12-24-20(8-6-14-27(23,24)17-28)9-10-21-15-22(29)16-25(30)19(21)2/h9-10,18,22-25,28-31H,2,5-8,11-17H2,1,3-4H3/b20-9+,21-10-/t18-,22-,23-,24+,25+,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(CO)CCC\2)[C@]([H])(C)CCCC(O)(C)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0316
PubChem CID
5283753

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 465.82
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.82
Molar Refractivity 127.48

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Created at
-
Updated at
26th Mar 2024