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CHEBI:136487 - desacetyldoronine

ChEBI IDCHEBI:136487
ChEBI Namedesacetyldoronine
Stars
DefinitionA pyrrolizine alkaloid that is produced by a hybrid species of Jacobaea.
Last Modified9 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC19H28ClNO7
Net Charge0
Average Mass417.886
Monoisotopic Mass417.15543
SMILESC[C@@H]1C[C@](O)([C@@H](C)Cl)C(=O)O[C@@H]2CCN(C)C/C=C(/COC(=O)[C@]1(C)O)C2=O
InChIInChI=1S/C19H28ClNO7/c1-11-9-19(26,12(2)20)17(24)28-14-6-8-21(4)7-5-13(15(14)22)10-27-16(23)18(11,3)25/h5,11-12,14,25-26H,6-10H2,1-4H3/b13-5-/t11-,12-,14-,18-,19+/m1/s1
InChIKeyOMHSMPLRLNEBIB-NMUBGGKPSA-N
Species of MetaboliteComponentSourceComments
Jacobaea (ncbitaxon:405757)
leaf (BTO:0000713) DOI (10.1007/s11306-017-1184-0)
leaf (BTO:0000713) MetaboLights (MTBLS429)
Emilia sonchifolia (ncbitaxon:415160) - DOI (10.1016/j.jfca.2015.01.020)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
Jacobaea metabolite  Any plant metabolite that is produced by the genus Jacobaea.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
desacetyldoronine (CHEBI:136487) has role Jacobaea metabolite (CHEBI:139566)
desacetyldoronine (CHEBI:136487) is a diol (CHEBI:23824)
desacetyldoronine (CHEBI:136487) is a enone (CHEBI:51689)
desacetyldoronine (CHEBI:136487) is a macrocyclic lactone (CHEBI:63944)
desacetyldoronine (CHEBI:136487) is a organic heterobicyclic compound (CHEBI:27171)
desacetyldoronine (CHEBI:136487) is a organochlorine compound (CHEBI:36683)
desacetyldoronine (CHEBI:136487) is a pyrrolizine alkaloid (CHEBI:38521)
desacetyldoronine (CHEBI:136487) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
(1R,4R,6R,7R,11Z)-4-[(1R)-1-chloroethyl]-4,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
Manual XrefsDatabases
4946514ChemSpider
Registry NumbersSources
CAS:120481-77-8ChemIDplus
Citations