Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-24-oxo-23-azavitamin D2
Systematic Name
(5Z,7E)-(1S,3R,24R)-23-aza-22-oxo-9,10-seco-5,7,10(19)-ergostatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-24-oxo-23-azaergocalciferol
LM ID
LMST03010007
Formula
C27H43NO4
Exact Mass
Calculate m/z
445.319209
Status
Curated
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)
Synthesis and biological activity of a 1 alpha,25-dihydroxyvitamin D2 analog bearing an amide group in the side-chain.,
Chem Pharm Bull (Tokyo), 1997
Pubmed ID: 9023979

String Representations

InChiKey (Click to copy)
ZIGSRBCVYAJTAZ-MGLBYPHHSA-N
InChi (Click to copy)
InChI=1S/C27H43NO4/c1-16-20(14-21(29)15-24(16)30)10-9-19-8-7-13-27(6)22(11-12-23(19)27)17(2)25(31)28-18(3)26(4,5)32/h9-10,17-18,21-24,29-30,32H,1,7-8,11-15H2,2-6H3,(H,28,31)/b19-9+,20-10-/t17-,18+,21+,22+,23-,24-,27+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])C(=O)N[C@H](C)C(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
179142
LIPIDBANK ID
VVD0235
PubChem CID
9547223

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 474.18
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.18
Molar Refractivity 129.84

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Created at
-
Updated at
7th Mar 2022