Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-22,23-didehydro-24a,24b,24c-trihomovitamin D3
Systematic Name
(5Z,7E,22E)-(1S,3R)-24a,24b,24c-trihomo-9,10-seco-5,7,10(19),22-cholestatetraene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-22,23-didehydro-24a,24b,24c-trihomocholecalciferol
LM ID
LMST03020458
Formula
C30H48O3
Exact Mass
Calculate m/z
456.360345
Status
Curated
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)
24-homologated 1,25-dihydroxyvitamin D3 compounds: separation of calcium and cell differentiation activities.,
Biochemistry, 1990
Pubmed ID: 2322540

String Representations

InChiKey (Click to copy)
RZLPEKINOHYZDW-IYCWODGDSA-N
InChi (Click to copy)
InChI=1S/C30H48O3/c1-21(11-8-6-7-9-17-29(3,4)33)26-15-16-27-23(12-10-18-30(26,27)5)13-14-24-19-25(31)20-28(32)22(24)2/h8,11,13-14,21,25-28,31-33H,2,6-7,9-10,12,15-20H2,1,3-5H3/b11-8+,23-13+,24-14-/t21-,25-,26-,27+,28+,30-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])/C=C/CCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0548
PubChem CID
9547563

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 506.29
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.51
Molar Refractivity 139.33

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Created at
-
Updated at
31st Mar 2022