Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dimethyl-22-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-dimethyl-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dimethyl-22-oxacholecalciferol
LM ID
LMST03020383
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)
Synthetic studies of vitamin D analogues. XI. Synthesis and differentiation-inducing activity of 1 alpha,25-dihydroxy-22-oxavitamin D3 analogues.,
Chem Pharm Bull (Tokyo), 1992
Pubmed ID: 1327561

String Representations

InChiKey (Click to copy)
MJTTZPJXKAGWID-BANFDOQOSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-6-28(31,7-2)15-16-32-20(4)24-12-13-25-21(9-8-14-27(24,25)5)10-11-22-17-23(29)18-26(30)19(22)3/h10-11,20,23-26,29-31H,3,6-9,12-18H2,1-2,4-5H3/b21-10+,22-11-/t20-,23+,24+,25-,26-,27+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])OCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178544
LIPIDBANK ID
VVD0467
PubChem CID
9547495

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
23rd Jan 2024