Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24a,24b-dihomo-23-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24a,24b-dihomo-23-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24a,24b-dihomo-23-oxacholecalciferol
LM ID
LMST03020384
Formula
C28H46O4
Exact Mass
Calculate m/z
446.33961
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 Activity of 23-oxa Vitamin D Analogues,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
AXZXYLZESSVCIQ-GVDNANGZSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-19(18-32-15-7-13-27(3,4)31)24-11-12-25-21(8-6-14-28(24,25)5)9-10-22-16-23(29)17-26(30)20(22)2/h9-10,19,23-26,29-31H,2,6-8,11-18H2,1,3-5H3/b21-9+,22-10-/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])COCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178545
LIPIDBANK ID
VVD0468
PubChem CID
9547496

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 483.12
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.76
Molar Refractivity 132.76

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Created at
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Updated at
22nd Jan 2024