Structure Database (LMSD)

Common Name
23,24-didehydro-25-hydroxyvitamin D3
Systematic Name
(5Z,7E,23E)-(3S)-9,10-seco-5,7,10(19),23-cholestatetraene-3,25-diol
Synonyms
  • 23,24-didehydro-25-hydroxycholecalciferol
LM ID
LMST03020156
Formula
C27H42O2
Exact Mass
Calculate m/z
398.31848
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
Gallus gallus (#9031)
Aves (#8782)
23,24,25-Trihydroxyvitamin D3, 24,25,26-trihydroxyvitamin D3, 24-keto-25-hydroxyvitamin D3, and 23-dehydro-25-hydroxyvitamin D3: new in vivo metabolites of vitamin D3.,
Biochemistry, 1981
Pubmed ID: 6275880

String Representations

InChiKey (Click to copy)
WNZXIAXNWJEHST-XKKRBPCKSA-N
InChi (Click to copy)
InChI=1S/C27H42O2/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/h6,11-12,16,20,23-25,28-29H,1,7-10,13-15,17-18H2,2-5H3/b16-6+,21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)C/C=C/C(O)(C)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0174
PubChem CID
5283684

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 445.60
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.08
Molar Refractivity 123.58

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Created at
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Updated at
2nd Feb 2024