Structure Database (LMSD)

Common Name
Delta16-Dehydroadynerigenin
Systematic Name
3β-hydroxy-8β,14β-epoxy-5β-carda-16,20(22)-dienolide
Synonyms
LM ID
LMST01120027
Formula
C23H30O4
Exact Mass
Calculate m/z
370.21441
Sum Composition
ST 23:5;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cardanolides and derivatives [ST0112]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Nerium oleander (#63479)
Magnoliopsida (#3398)
Cardenolides from the methanolic extract of Nerium oleander leaves possessing central nervous system depressant activity in mice.,
J Nat Prod, 1997
Pubmed ID: 9214727

String Representations

InChiKey (Click to copy)
QAPFXHNAUGFNJO-MAPCZTJPSA-N
InChi (Click to copy)
InChI=1S/C23H30O4/c1-20-7-4-16(24)12-15(20)3-9-22-18(20)6-8-21(2)17(5-10-23(21,22)27-22)14-11-19(25)26-13-14/h5,11,15-16,18,24H,3-4,6-10,12-13H2,1-2H3/t15-,16+,18-,20+,21-,22+,23-/m1/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@@]2([H])CC[C@@]34O[C@]53CC=C(C3=CC(=O)OC3)[C@@]5(C)CC[C@]4([H])[C@@]12C

Other Databases

PubChem CID
101713198

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 6
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 359.54
Topological Polar Surface Area 61.13
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.83
Molar Refractivity 101.83

Admin

Created at
15th Dec 2021
Updated at
15th Dec 2021