Structure Database (LMSD)

Common Name
26,27-diethyl-1alpha,25-dihydroxy-20,21-methano-23-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-diethyl-20,21-methano-23-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 26,27-diethyl-1alpha,25-dihydroxy-20,21-methano-23-oxacholecalciferol
LM ID
LMST03020495
Formula
C31H50O4
Exact Mass
Calculate m/z
486.37091
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)
ZUWRWBTZIVBXBO-PYRFWCTISA-N
InChi (Click to copy)
InChI=1S/C31H50O4/c1-5-13-31(34,14-6-2)21-35-20-30(16-17-30)28-12-11-26-23(8-7-15-29(26,28)4)9-10-24-18-25(32)19-27(33)22(24)3/h9-10,25-28,32-34H,3,5-8,11-21H2,1-2,4H3/b23-9+,24-10-/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@@](C4(CC4)COCC(O)(CCC)CCC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0585
PubChem CID
9547599

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 522.66
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.68
Molar Refractivity 144.49

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Created at
-
Updated at
22nd Jan 2024