Structure Database (LMSD)

Common Name
1alpha,24-dihydroxy-25,26,27-trinorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-9,10-seco-5,7,10(19)-cholatriene-1,3,24-triol
Synonyms
  • 1alpha,24-dihydroxy-25,26,27-trinorcholecalciferol
LM ID
LMST03020023
Formula
C24H38O3
Exact Mass
Calculate m/z
374.282095
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)
Induction of monocytic differentiation of HL-60 cells by 1,25-dihydroxyvitamin D analogs.,
J Biol Chem, 1987
Pubmed ID: 3477545

String Representations

InChiKey (Click to copy)
GAFYEUBDVXSMDD-UUSULHAXSA-N
InChi (Click to copy)
InChI=1S/C24H38O3/c1-16(6-5-13-25)21-10-11-22-18(7-4-12-24(21,22)3)8-9-19-14-20(26)15-23(27)17(19)2/h8-9,16,20-23,25-27H,2,4-7,10-15H2,1,3H3/b18-8+,19-9-/t16-,20-,21-,22+,23+,24-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCO)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0024
PubChem CID
9547283

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 405.13
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.39
Molar Refractivity 111.72

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Created at
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Updated at
21st Nov 2023