Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dimethyl-24a,24b-dihomo-22-oxa-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R)-26,27-dimethyl-24a,24b-dihomo-22-oxa-9,10-seco-5,7,10(19)-cholestatrien-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dimethyl-24a,24b-dihomo-22-oxa-20-epicholecalciferol
LM ID
LMST03020473
Formula
C30H50O4
Exact Mass
Calculate m/z
474.37091
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)
20-epi-vitamin D3 analogues: a novel class of potent regulators of cell growth and immune responses.,
Biochem Pharmacol, 1991
Pubmed ID: 1656990

String Representations

InChiKey (Click to copy)
VUSJKSYHVIPASH-SIDJMYRPSA-N
InChi (Click to copy)
InChI=1S/C30H50O4/c1-6-30(33,7-2)17-8-9-18-34-22(4)26-14-15-27-23(11-10-16-29(26,27)5)12-13-24-19-25(31)20-28(32)21(24)3/h12-13,22,25-28,31-33H,3,6-11,14-20H2,1-2,4-5H3/b23-12+,24-13-/t22-,25-,26-,27+,28+,29-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](C)([H])OCCCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0563
PubChem CID
9547578

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 517.72
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.68
Molar Refractivity 142.06

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Created at
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Updated at
30th Mar 2022