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CHEBI:136491 - floridanine

ChEBI IDCHEBI:136491
ChEBI Namefloridanine
Stars
DefinitionA pyrrolizine alkaloid that is onetine in which the hydroxy hydrogen has been replaced by an acetyl group.
Last Modified9 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC21H31NO9
Net Charge0
Average Mass441.477
Monoisotopic Mass441.19988
SMILESCC(=O)O[C@@]1(C)C(=O)OC/C2=C/CN(C)CC[C@@H](OC(=O)[C@@](O)([C@@H](C)O)C[C@H]1C)C2=O
InChIInChI=1S/C21H31NO9/c1-12-10-21(28,13(2)23)19(27)30-16-7-9-22(5)8-6-15(17(16)25)11-29-18(26)20(12,4)31-14(3)24/h6,12-13,16,23,28H,7-11H2,1-5H3/b15-6-/t12-,13-,16-,20-,21+/m1/s1
InChIKeyMPJBVZKNLCGQHF-XAHVSKGQSA-N
Species of MetaboliteComponentSourceComments
Jacobaea (ncbitaxon:405757)
leaf (BTO:0000713) DOI (10.1007/s11306-017-1184-0)
leaf (BTO:0000713) MetaboLights (MTBLS429)
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)
floridanine (CHEBI:136491) has functional parent onetine (CHEBI:136473)
floridanine (CHEBI:136491) has role Jacobaea metabolite (CHEBI:139566)
floridanine (CHEBI:136491) is a acetate ester (CHEBI:47622)
floridanine (CHEBI:136491) is a diol (CHEBI:23824)
floridanine (CHEBI:136491) is a enone (CHEBI:51689)
floridanine (CHEBI:136491) is a macrocyclic lactone (CHEBI:63944)
floridanine (CHEBI:136491) is a organic heterobicyclic compound (CHEBI:27171)
floridanine (CHEBI:136491) is a pyrrolizine alkaloid (CHEBI:38521)
floridanine (CHEBI:136491) is a tertiary amino compound (CHEBI:50996)
IUPAC Names 
(1R,6R,7R,11Z)-4-Hydroxy-4-(1-hydroxyethyl)-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl acetate
(1R,4S,6R,7R,11Z)-4-hydroxy-4-[(1R)-1-hydroxyethyl]-6,7,14-trimethyl-3,8,17-trioxo-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-en-7-yl acetate
Synonym  Source
FloradaninChemIDplus
Manual XrefsDatabases
4945572ChemSpider
Registry NumbersSources
Beilstein:1095921Beilstein
Reaxys:23831190Reaxys
CAS:16958-31-9ChemIDplus
Citations