CHEBI:3453 - cassaidine

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ChEBI Name cassaidine
ChEBI ID CHEBI:3453
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C24H41NO4
Net Charge 0
Average Mass 407.595
Monoisotopic Mass 407.30356
InChI InChI=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
InChIKey JKPVSFQJGXEMSU-CHEGSHICSA-N
SMILES [C@]12([C@](C([C@@H](O)CC1)(C)C)(C[C@H](O)[C@@]3([C@@]2(CC\C(\[C@@H]3C)=C/C(OCCN(C)C)=O)[H])[H])[H])C
Metabolite of Species Details
Erythrophleum guineense (NCBI:txid1206079) Found in bark (BTO:0001301). See: Book: Dictionary of Alkaloids with CD-ROM, John Buckingham et al, CRC press, 2010, pg 374, C-178.
Erythrophleum ivorense (NCBI:txid53877) See: PubMed
Erythrophleum chlorostachys (NCBI:txid887861) See: Book: Dictionary of Alkaloids with CD-ROM, John Buckingham et al, CRC press, 2010, pg 374, C-178.
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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).
Application(s): cardiotonic drug
A drug that has a strengthening effect on the heart or that can increase cardiac output.
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.
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
cassaidine KEGG COMPOUND
Manual Xrefs Databases
C00001625 KNApSAcK
C08669 KEGG COMPOUND
View more database links
Registry Number Type Source
26296-41-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1258661 PubMed citation Europe PMC
14955792 PubMed citation Europe PMC
5135168 PubMed citation Europe PMC
Last Modified
12 June 2020