LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

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

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

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

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

Admin

Created at

Updated at

7th Mar 2022