CHEBI:136487 - desacetyldoronine

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ChEBI Name desacetyldoronine
ChEBI ID CHEBI:136487
Definition A pyrrolizine alkaloid that is produced by a hybrid species of Jacobaea.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H28ClNO7
Net Charge 0
Average Mass 417.882
Monoisotopic Mass 417.15543
InChI InChI=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
InChIKey OMHSMPLRLNEBIB-NMUBGGKPSA-N
SMILES [C@@]1([C@@H](C)Cl)(O)C(O[C@H]2C(C(=CCN(CC2)C)COC([C@]([C@@H](C1)C)(C)O)=O)=O)=O
Metabolite of Species Details
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: DOI
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: MetaboLights Study
Emilia sonchifolia (NCBI:txid415160) See: DOI
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): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
4946514 ChemSpider
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Registry Number Type Source
120481-77-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21819407 PubMed citation Europe PMC
IND605427552 Agricola citation Europe PMC
Last Modified
09 February 2018