Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-10,19-methano-23-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-10,19-methano-23-oxa-9,10-seco-5,7-cholestadiene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-10,19-methano-23-oxacholecalciferol
LM ID
LMST03020285
Formula
C27H44O4
Exact Mass
Calculate m/z
432.32396
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 of 23-oxa-calcitriol derivatives,
Tetrahedron Letts, 1991

String Representations

InChiKey (Click to copy)
LOSKYZGBNAKNFL-VJBDWGOASA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-18(16-31-17-25(2,3)30)22-9-10-23-19(6-5-11-26(22,23)4)7-8-20-14-21(28)15-24(29)27(20)12-13-27/h7-8,18,21-24,28-30H,5-6,9-17H2,1-4H3/b19-7+,20-8-/t18-,21-,22-,23+,24+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C2(CC2)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])COCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0312
PubChem CID
9547448

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 456.10
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.20
Molar Refractivity 126.05

Admin

Created at
-
Updated at
22nd Jan 2024