Structure Database (LMSD)

Common Name
26,27-diethyl-1alpha,25-dihydroxy-20,21-didehydro-23-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-diethyl-23-oxa-9,10-seco-5,7,10(19),20-cholestatetraene-1,3,25-triol
Synonyms
  • 26,27-diethyl-1alpha,25-dihydroxy-20,21-didehydro-23-oxacholecalciferol
LM ID
LMST03020462
Formula
C30H48O4
Exact Mass
Calculate m/z
472.35526
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)
FTAVQASGXSUPLO-BTDWDQILSA-N
InChi (Click to copy)
InChI=1S/C30H48O4/c1-6-14-30(33,15-7-2)20-34-19-21(3)26-12-13-27-23(9-8-16-29(26,27)5)10-11-24-17-25(31)18-28(32)22(24)4/h10-11,25-28,31-33H,3-4,6-9,12-20H2,1-2,5H3/b23-10+,24-11-/t25-,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)COCC(O)(CCC)CCC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0552
PubChem CID
9547567

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 515.08
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.46
Molar Refractivity 141.97

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Created at
-
Updated at
22nd Jan 2024