Structure Database (LMSD)

Common Name
(23Z)-25-hydroxy-16,17,23,24-tetradehydrovitamin D3
Systematic Name
(5Z,7E,23Z)-(3S)-9,10-seco-5,7,10(19),16,23-cholestapentaene-3,25-diol
Synonyms
  • (23Z)-25-hydroxy-16,17,23,24-tetradehydrocholecalciferol
LM ID
LMST03020101
Formula
C27H40O2
Exact Mass
Calculate m/z
396.30283
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)
The 16-Ene Analogs of 1,25-Dihydroxycholecalciferol. Synthesis and Biological Activity,
Vitamin D, 1991

String Representations

InChiKey (Click to copy)
BHWGGPXSQWTJKO-AUIFTPRISA-N
InChi (Click to copy)
InChI=1S/C27H40O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h6,11-12,14,16,20,23,25,28-29H,1,7-10,13,15,17-18H2,2-5H3/b16-6-,21-11+,22-12-/t20-,23+,25+,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@@](C)([H])C/C=C\C(O)(C)C)[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
169835
LIPIDBANK ID
VVD0116
PubChem CID
9547350

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 442.96
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.00
Molar Refractivity 123.55

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Created at
-
Updated at
22nd Jan 2024