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CHEBI:3453 - cassaidine

Default Structure
ChEBI IDCHEBI:3453
ChEBI Namecassaidine
Stars
DefinitionA tricyclic diterpenoid that is is isolated from several plant species including Erythrophleum guineense and Erythrophleum ivorense. It is toxic with a digitalis like effect on the heart and a strong local anesthetic action.
Last Modified12 June 2020
DownloadsMolfile
FormulaC24H41NO4
Net Charge0
Average Mass407.595
Monoisotopic Mass407.30356
SMILES[H][C@@]12[C@@H](O)C[C@@]3([H])C(C)(C)[C@@H](O)CC[C@]3(C)[C@@]1([H])CC/C(=C\C(=O)OCCN(C)C)[C@@H]2C
InChIInChI=1S/C24H41NO4/c1-15-16(13-21(28)29-12-11-25(5)6)7-8-17-22(15)18(26)14-19-23(2,3)20(27)9-10-24(17,19)4/h13,15,17-20,22,26-27H,7-12,14H2,1-6H3/b16-13+/t15-,17-,18-,19-,20-,22-,24+/m0/s1
InChIKeyJKPVSFQJGXEMSU-CHEGSHICSA-N
Species of MetaboliteComponentSourceComments
Erythrophleum chlorostachys (ncbitaxon:887861) - Article (Book: Dictionary of Alkaloids with CD-ROM, John Buckingham et al, CRC press, 2010, pg 374, C-178.)
Erythrophleum guineense (ncbitaxon:1206079) bark (BTO:0001301) Article (Book: Dictionary of Alkaloids with CD-ROM, John Buckingham et al, CRC press, 2010, pg 374, C-178.)
Erythrophleum ivorense (ncbitaxon:53877) - PubMed (5135168)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor  An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Na+/K+-transporting ATPase (EC 3.6.3.9).
Applications:
cardiotonic drug  A drug that has a strengthening effect on the heart or that can increase cardiac output.
antiseptic drug  A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body).
local anaesthetic  Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
ChEBI Ontology
Outgoing Relation(s)
cassaidine (CHEBI:3453) has parent hydride podocarpane (CHEBI:36548)
cassaidine (CHEBI:3453) has role antiseptic drug (CHEBI:48218)
cassaidine (CHEBI:3453) has role cardiotonic drug (CHEBI:38147)
cassaidine (CHEBI:3453) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
cassaidine (CHEBI:3453) has role local anaesthetic (CHEBI:36333)
cassaidine (CHEBI:3453) has role plant metabolite (CHEBI:76924)
cassaidine (CHEBI:3453) is a diol (CHEBI:23824)
cassaidine (CHEBI:3453) is a enoate ester (CHEBI:51702)
cassaidine (CHEBI:3453) is a tertiary amino compound (CHEBI:50996)
cassaidine (CHEBI:3453) is a tricyclic diterpenoid (CHEBI:79084)
IUPAC Name 
2-(dimethylamino)ethyl (2E)-[(13E)-3β,7β-dihydroxy-14α-methylpodocarpan-13-ylidene]acetate
Synonym  Source
cassaidineKEGG COMPOUND
Manual XrefsDatabases
C00001625KNApSAcK
C08669KEGG COMPOUND
Registry NumbersSources
CAS:26296-41-3ChemIDplus
Citations