CHEBI:3333 - calycanthine

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ChEBI Name calycanthine
ChEBI ID CHEBI:3333
Definition The principal alkaloid of the plant family Calycanthaceae.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H26N4
Net Charge 0
Average Mass 346.46880
Monoisotopic Mass 346.21575
InChI InChI=1S/C22H26N4/c1-25-13-11-22-16-8-4-5-9-17(16)23-19(25)21(22)12-14-26(2)20(22)24-18-10-6-3-7-15(18)21/h3-10,19-20,23-24H,11-14H2,1-2H3/t19-,20-,21-,22-/m1/s1
InChIKey XSYCDVWYEVUDKQ-GXRSIYKFSA-N
SMILES CN1CC[C@@]23[C@@H]4Nc5ccccc5[C@]2(CCN4C)[C@@H]1Nc1ccccc31
Metabolite of Species Details
Chimonanthus praecox (NCBI:txid13419) Found in fruit (BTO:0000486). See: Phytochem Lett., 2011, 4(3), 271-274
Chimonanthus praecox (NCBI:txid13419) Found in leaf (BTO:0000713). See: Phytochem Lett., 2011, 4(3), 271-274
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.
(via calycanthaceous alkaloid )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing calycanthine (CHEBI:3333) has parent hydride calycanine (CHEBI:38964)
calycanthine (CHEBI:3333) is a aminal (CHEBI:35412)
calycanthine (CHEBI:3333) is a calycanthaceous alkaloid (CHEBI:38968)
calycanthine (CHEBI:3333) is a organonitrogen heterocyclic compound (CHEBI:38101)
IUPAC Name
(4bS,5R,10bS,11R)-13,18-dimethyl-5,6,11,12-tetrahydro-5,10b:11,4b-di(epiminoethano)dibenzo[c,h]-2,6-naphthyridine
Synonyms Sources
(1S,2R,10S,11R)-21,24-dimethyl-3,12,21,24-tetraazahexacyclo[9.7.3.32,10.01,10.04,9.013,18]tetracosa-4,6,8,13,15,17-hexaene IUPAC
Calycanthine KEGG COMPOUND
Manual Xrefs Databases
C00002318 KNApSAcK
C10573 KEGG COMPOUND
LSM-3336 LINCS
View more database links
Registry Numbers Types Sources
595-05-1 CAS Registry Number KEGG COMPOUND
595-05-1 CAS Registry Number ChemIDplus
96568 Beilstein Registry Number Beilstein
Last Modified
15 August 2016