Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24a,24b-dihomo-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-24a,24b-dihomo-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24a,24b-dihomo-20-epicholecalciferol
LM ID
LMST03020422
Formula
C29H48O3
Exact Mass
Calculate m/z
444.360345
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)
THE 20-EPI MODIFICATION IN THE VITAMIN D SERIES: SELECTIVE ENHANCEMENT OF "NON-CLASSICAL" RECEPTOR-MEDIATED EFFECTS,
Vitamin D, 1991

String Representations

InChiKey (Click to copy)
NXSMZYQLQNEMOK-VJBXXXRCSA-N
InChi (Click to copy)
InChI=1S/C29H48O3/c1-20(10-7-6-8-16-28(3,4)32)25-14-15-26-22(11-9-17-29(25,26)5)12-13-23-18-24(30)19-27(31)21(23)2/h12-13,20,24-27,30-32H,2,6-11,14-19H2,1,3-5H3/b22-12+,23-13-/t20-,24+,25+,26-,27-,29+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](C)([H])CCCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0512
PubChem CID
9547529

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 491.63
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.34
Molar Refractivity 134.81

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Created at
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Updated at
28th Apr 2022