Basic information
- CAS
561-07-9- Standard SMILES
COCC12CCC(OC)C34C5CC6(O)C(OC)CC(OC(C)=O)(C5C6OC(=O)c5ccccc5)C(C(OC)C13)C4N(C)C2- InChIKey
REVYTWNGZDPRKE-UHFFFAOYSA-N- Molecular formula
- C33H45NO9
- Average molar mass
- 599.7 g/mol
- Monoisotopic mass
- 599.30943201
Overview
delphinine has been reported in Consolida hellespontica, Consolida regalis, and other organisms with data available.
Names & identifiers
- Preferred name
- Delphinine
- IUPAC
- [8-acetyloxy-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
Names & synonyms
DelphinineNSC56463561-07-9[8-acetyloxy-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoateAconitane-8,13,14-triol, 1,6,16-trimethoxy-4-(methoxymethyl)-20-methyl-, 8-acetate 14-benzoate, (1.alpha.,6.alpha.,14.alpha.,16.beta.)-NSC-56463CHEMBL1995442[acetoxy-hydroxy-trimethoxy-(methoxymethyl)-methyl-[?]yl] benzoate8-(Acetyloxy)-13-hydroxy-1,6,16-trimethoxy-4-(methoxymethyl)-20-methylaconitan-14-yl benzoate #Aconitane-8,10,11-triol, 1,6,19-trimethoxy-4-(methoxymethyl)-16-methyl-, 8-acetate 10-benzoate, (1.alpha.,6.alpha.,10.alpha.,19.beta.)-Aconitane-8,11-triol, 1,6,19-trimethoxy-4-(methoxymethyl)-16-methyl-, 8-acetate 10-benzoate, (1.alpha.,6.alpha.,10.alpha.,19.beta.)-Aconitane-8,13,14-triol, 1,6,16-trimethoxy-4-(methoxymethyl)-20-methyl-, (1.alpha.,6.alpha.,14.alpha.,16.beta.)-
Show more names
Aconitane-8,14-triol, 1,6,16-trimethoxy-4-(methoxymethyl)-20-methyl-, (1.alpha.,6.alpha.,14.alpha.,16.beta.)-Aconitane-8,14-triol, 1,6,16-trimethoxy-4-(methoxymethyl)-20-methyl-, 8-acetate 14-benzoate, (1.alpha.,6.alpha.,14.alpha.,16.beta.)-
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 10
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 1,130
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Toxicology
Health EffectsDelphinine is cardiotoxic. (L1234)
Exposure RoutesOral (ingestion) (L1817) ; dermal (L1817)
Toxicity SummaryDelphinine acts as an allosteric modulator of voltage-gated sodium channels. (L1234)
Signs and SymptomsDelphinine causes hypotension, bradycardia and cardiac arrythmia. (L1234)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Chemistry & industry
Uses & manufacturing
UsesDelphinine is a plant toxin found in species of Larkspur (Delphinium family). It is highly poisonous, but in very small doses it has some uses in herbal medicine. (L1234)
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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