Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-18-methylidenevitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-18-methylidene-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-18-methylidenecholecalciferol
LM ID
LMST03020321
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
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)
Synthesis and biological evaluation of 18-substituted analogs of 1α,25-dihydroxyvitamin D3,
Bioorg Med Chem Letts, 1993

String Representations

InChiKey (Click to copy)
XIAQXUNMTDSTCO-JJWMBMNSSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-6-28-16-8-10-21(11-12-22-17-23(29)18-26(30)20(22)3)25(28)14-13-24(28)19(2)9-7-15-27(4,5)31/h6,11-12,19,23-26,29-31H,1,3,7-10,13-18H2,2,4-5H3/b21-11+,22-12-/t19-,23-,24-,25+,26+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C=C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0390
PubChem CID
9547465

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 471.69
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.73
Molar Refractivity 130.10

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Created at
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Updated at
19th Jan 2024