CHEBI:2444 - actinodaphnine

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ChEBI Name actinodaphnine
ChEBI ID CHEBI:2444
Definition An organic heteropentacyclic compound 6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline bering additional hydroxy and methoxy substituents at positions 10 and 11 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H17NO4
Net Charge 0
Average Mass 311.33192
Monoisotopic Mass 311.11576
InChI InChI=1S/C18H17NO4/c1-21-14-7-11-10(5-13(14)20)4-12-16-9(2-3-19-12)6-15-18(17(11)16)23-8-22-15/h5-7,12,19-20H,2-4,8H2,1H3/t12-/m0/s1
InChIKey VYJUHRAQPIBWNV-LBPRGKRZSA-N
SMILES [H][C@@]12Cc3cc(O)c(OC)cc3-c3c4OCOc4cc(CCN1)c23
Metabolite of Species Details
Cinnamomum insularimontanum (NCBI:txid119264) Found in root (BTO:0001188). See: PubMed
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): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
topoisomerase inhibitor
An EC 5.99.1.* (miscellaneous isomerase) inhibitor that interferes with the action of any of the topoisomerases (enzymes that regulate the overwinding or underwinding of DNA).
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing actinodaphnine (CHEBI:2444) has role antibacterial agent (CHEBI:33282)
actinodaphnine (CHEBI:2444) has role antifungal agent (CHEBI:35718)
actinodaphnine (CHEBI:2444) has role antineoplastic agent (CHEBI:35610)
actinodaphnine (CHEBI:2444) has role apoptosis inducer (CHEBI:68495)
actinodaphnine (CHEBI:2444) has role plant metabolite (CHEBI:76924)
actinodaphnine (CHEBI:2444) has role platelet aggregation inhibitor (CHEBI:50427)
actinodaphnine (CHEBI:2444) has role topoisomerase inhibitor (CHEBI:70727)
actinodaphnine (CHEBI:2444) is a aporphine alkaloid (CHEBI:134209)
actinodaphnine (CHEBI:2444) is a aromatic ether (CHEBI:35618)
actinodaphnine (CHEBI:2444) is a organic heteropentacyclic compound (CHEBI:38164)
actinodaphnine (CHEBI:2444) is a phenols (CHEBI:33853)
actinodaphnine (CHEBI:2444) is a secondary amino compound (CHEBI:50995)
IUPAC Name
(S)-11-methoxy-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinolin-10-ol
Synonyms Sources
(+)-Actinodaphnine ChemIDplus
1,2-Methylenedioxy-9-hydroxy-10-methoxynoraporphine KNApSAcK
Actinodaphine KEGG COMPOUND
Actinodaphnine KEGG COMPOUND
Manual Xrefs Databases
C00001790 KNApSAcK
C09322 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
44828 Reaxys Registry Number Reaxys
517-69-1 CAS Registry Number KEGG COMPOUND
517-69-1 CAS Registry Number NIST Chemistry WebBook
517-69-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16168547 PubMed citation Europe PMC
2609975 PubMed citation Europe PMC
3267205 PubMed citation Europe PMC
Last Modified
04 January 2017