Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dimethyl-20,21-didehydro-23-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-dimethyl-23-oxa-9,10-seco-5,7,10(19),20-cholestatetraene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dimethyl-20,21-didehydro-23-oxacholecalciferol
LM ID
LMST03020326
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)
Synthesis and Biological Activity of 23-oxa Vitamin D Analogues,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
BYZUAVKYSRYSQA-WURITPQDSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-6-28(31,7-2)18-32-17-19(3)24-12-13-25-21(9-8-14-27(24,25)5)10-11-22-15-23(29)16-26(30)20(22)4/h10-11,19,23-26,29-31H,4,6-9,12-18H2,1-3,5H3/b21-10+,22-11-/t19-,23-,24-,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])COCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178540
LIPIDBANK ID
VVD0398
PubChem CID
9547467

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 6.76
Molar Refractivity 132.76

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Created at
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Updated at
19th Jan 2024