CHEBI:136491 - floridanine

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ChEBI Name floridanine
ChEBI ID CHEBI:136491
Definition A pyrrolizine alkaloid that is onetine in which the hydroxy hydrogen has been replaced by an acetyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H31NO9
Net Charge 0
Average Mass 441.473
Monoisotopic Mass 441.19988
InChI InChI=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
InChIKey MPJBVZKNLCGQHF-XAHVSKGQSA-N
SMILES [C@@]1([C@@H](C)O)(O)C(O[C@H]2C(C(=CCN(CC2)C)COC([C@@]([C@@H](C1)C)(OC(=O)C)C)=O)=O)=O
Metabolite of Species Details
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). See: MetaboLights Study
Jacobaea (NCBI:txid405757) Found in leaf (BTO:0000713). 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 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,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
(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
Synonym Source
Floradanin ChemIDplus
Manual Xref Database
4945572 ChemSpider
View more database links
Registry Numbers Types Sources
1095921 Beilstein Registry Number ChemIDplus
16958-31-9 CAS Registry Number ChemIDplus
23831190 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21819407 PubMed citation Europe PMC
Last Modified
09 February 2018