ContaminantDB: Strophanthidin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2014-08-29 05:09:35 UTC

Update Date

2026-05-20 20:17:11 UTC

Accession Number

CHEM003064

Identification

Common Name

Strophanthidin

Class

Small Molecule

Description

k-Strophanthidin is a cardenolide found in species of the genus Strophanthus. It is the aglycone of k-strophanthin, an analogue of ouabain. k-strophanthin is found in the ripe seeds of Strophanthus komb and in the lily Convallaria.

Contaminant Sources

T3DB toxins

Contaminant Type

Aldehyde
Ester
Ether
Natural Compound
Organic Compound
PFAS
Phytotoxin
Plant Toxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5beta-Hydroxy-19-oxodigitoxigenin	ChEBI
Convallatoxigenin	ChEBI
Corchorgenin	ChEBI
Corchorin	ChEBI
Corchoside a aglycon	ChEBI
Corchsularin	ChEBI
Erysimupicrone	ChEBI
Strophanthidin K	ChEBI
Strophanthidine	ChEBI
5b-Hydroxy-19-oxodigitoxigenin	Generator
5Β-hydroxy-19-oxodigitoxigenin	Generator
Cymarigenin	MeSH
K Strophanthidin	MeSH
K-Strophanthidin	MeSH
KStrophanthidin	MeSH

Chemical Formula

C₂₃H₃₂O₆

Average Molecular Mass

404.497 g/mol

Monoisotopic Mass

404.220 g/mol

CAS Registry Number

66-28-4

IUPAC Name

Not Available

Traditional Name

strophanthidin

SMILES

[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@@]([H])(O)CC[C@]4(C=O)[C@@]3([H])CC[C@]12C)C1=CC(=O)OC1

InChI Identifier

InChI=1S/C23H32O6/c1-20-6-3-17-18(4-8-22(27)11-15(25)2-7-21(17,22)13-24)23(20,28)9-5-16(20)14-10-19(26)29-12-14/h10,13,15-18,25,27-28H,2-9,11-12H2,1H3/t15-,16+,17-,18+,20+,21-,22-,23-/m0/s1

InChI Key

ODJLBQGVINUMMR-HZXDTFASSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as cardenolides and derivatives. These are steroid lactones containing a furan-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolides and derivatives

Alternative Parents

Substituents

Cardanolide-skeleton
19-oxosteroid
3-hydroxysteroid
3-beta-hydroxysteroid
14-hydroxysteroid
5-hydroxysteroid
Oxosteroid
Hydroxysteroid
2-furanone
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aldehyde
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3beta-hydroxy steroid (CHEBI:38178 )
19-oxo steroid (CHEBI:38178 )
14beta-hydroxy steroid (CHEBI:38178 )
5beta-hydroxy steroid (CHEBI:38178 )
cardenolides (CHEBI:38178 )
Cardanolides and derivatives (LMST01120005 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Apical Membrane
Basolateral Membrane
Cell surface
Clathrin Coated Vesicle
Cytoplasm
Cytosol
Early endosome
Endosome
Extracellular
Extracellular matrix
Mitochondrion
Nuclear Membrane
Nucleoplasm
Plasma Membrane
Sarcoplasm
Sarcoplasmic Reticulum

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Oxidative phosphorylation	Not Available	map00190
Endocytosis	Not Available	map04144
Anticonvulsants	Not Available	Not Available
Cell cycle	Not Available	map04110
Phototransduction	Not Available	map04744
Apoptosis	Not Available	map04210
Phenothiazines	Not Available	Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	1.41	ALOGPS
logP	0.87	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	7.18	ChemAxon
pKa (Strongest Basic)	0.27	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.92 m³·mol⁻¹	ChemAxon
Polarizability	43.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-0009000000-8718508e09c7db7ee49c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-0019000000-fa67f30bc6a43cafdc2c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-6289000000-d9e970edd9b12f8a481e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009700000-e683d277fd3d4c5301ac	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f79-0009200000-1466587e4472c8f5e834	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abc-1019000000-543bb2b9e676b499f280	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

k-Strophanthidin is a cardenolide found in species of the genus Strophanthus. k-strophanthin is found in the ripe seeds of Strophanthus komb and in the lily Convallaria.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

C00032213

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

K-Strophanthidin

Chemspider ID

Not Available

ChEBI ID

38178

PubChem Compound ID

6185

Kegg Compound ID

C19988

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Strophanthidin (CHEM003064)

Structure for CHEM003064: Strophanthidin