Structure Database (LMSD)

Common Name
18,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatriene-3,18,25-triol
Synonyms
  • 18,25-dihydroxycholecalciferol
LM ID
LMST03020268
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
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)
COFOYMWNXADSQE-COWNQDMFSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(18-28)24(13-14-25(21)27)20(2)7-5-15-26(3,4)30/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10+,22-11-/t20-,23+,24-,25+,27+/m1/s1
SMILES (Click to copy)
C1C(=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

CHEBI ID
183020
LIPIDBANK ID
VVD0295
PubChem CID
5283743

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 457.03
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.56
Molar Refractivity 125.57

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Created at
-
Updated at
26th Mar 2024