Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-8(14)a-homovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-8(14)a-homo-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-8(14)a-homocholecalciferol
  • 8(14)a-homocalcitriol
LM ID
LMST03020347
Formula
C28H46O3
Exact Mass
Calculate m/z
430.344695
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 activities of 8(14)a-homocalcitriol.,
Steroids, 1992
Pubmed ID: 1333655

String Representations

InChiKey (Click to copy)
WGTOPFVLLJBMFZ-QXTVKLKRSA-N
InChi (Click to copy)
InChI=1S/C28H46O3/c1-19(8-6-14-27(3,4)31)25-13-12-23-16-21(9-7-15-28(23,25)5)10-11-22-17-24(29)18-26(30)20(22)2/h10-11,19,23-26,29-31H,2,6-9,12-18H2,1,3-5H3/b21-10+,22-11-/t19-,23+,24-,25-,26+,28+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\C[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@]3(CCC\2)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0431
PubChem CID
6438777

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 474.33
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.95
Molar Refractivity 130.19

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Created at
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Updated at
22nd Jan 2024