Structure Database (LMSD)

Common Name
24,25-dihydroxy-24-epivitamin D2
Systematic Name
(5Z,7E,22E)-(3S,24S)-24-methyl-9,10-seco-5,7,10(19),22-cholestatetraene-3,24,25-triol
Synonyms
  • 24,25-dihydroxy-24-epiergocalciferol
LM ID
LMST03010049
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Syntheses of 24,25-dihydroxyvitamin D2, 24,25-dihydroxy-22-dehydrovitamin D3, 25-hydroxy-24-oxo-22-dehydrovitamin D3 and 22,24,25-trihydroxyvitamin D3.,
Chem Pharm Bull (Tokyo), 1987
Pubmed ID: 3496978

String Representations

InChiKey (Click to copy)
BPEQZNMKGFTMQE-AYOVJLNISA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-19-9-12-23(29)18-22(19)11-10-21-8-7-16-27(5)24(13-14-25(21)27)20(2)15-17-28(6,31)26(3,4)30/h10-11,15,17,20,23-25,29-31H,1,7-9,12-14,16,18H2,2-6H3/b17-15+,21-10+,22-11-/t20-,23+,24-,25+,27-,28+/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(O)(C)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0396
PubChem CID
5314030

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 471.69
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.73
Molar Refractivity 130.10

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Created at
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Updated at
24th Feb 2022