Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24a,24b-dihomo-22-oxa-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R)-24a,24b-dihomo-22-oxa-9,10-seco-5,7,10(19) -cholestatrien-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24a,24b-dihomo-22-oxa-20-epicholecalciferol
LM ID
LMST03020382
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)
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)
MEJNJVYTSDEKIO-RZSWPJQSSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-19-22(17-23(29)18-26(19)30)11-10-21-9-8-15-28(5)24(12-13-25(21)28)20(2)32-16-7-6-14-27(3,4)31/h10-11,20,23-26,29-31H,1,6-9,12-18H2,2-5H3/b21-10+,22-11-/t20-,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])OCCCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178543
LIPIDBANK ID
VVD0466
PubChem CID
9547494

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 6.90
Molar Refractivity 132.83

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Created at
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Updated at
30th Mar 2022