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CHEBI:136455 - jaconine
| Formula | C18H26ClNO6 |
| Net Charge | 0 |
| Average Mass | 387.860 |
| Monoisotopic Mass | 387.14487 |
| SMILES | [H][C@]12C3=CCN1CC[C@H]2OC(=O)[C@@](O)([C@@H](C)Cl)C[C@@H](C)[C@@](C)(O)C(=O)OC3 |
| InChI | InChI=1S/C18H26ClNO6/c1-10-8-18(24,11(2)19)16(22)26-13-5-7-20-6-4-12(14(13)20)9-25-15(21)17(10,3)23/h4,10-11,13-14,23-24H,5-9H2,1-3H3/t10-,11-,13-,14-,17-,18+/m1/s1 |
| InChIKey | CKPJPJSVQMEGBC-YLFNNMARSA-N |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Jacobaea (ncbitaxon:405757) | |||
| leaf (BTO:0000713) | DOI (10.1007/s11306-017-1184-0) | ||
| leaf (BTO:0000713) | MetaboLights (MTBLS429) | ||
| Senecio bicolor subsp. cineraria (ncbitaxon:252537) | - | PubMed (16826978) | |
| Jacobaea cannabifolia var. integrifolia (ncbitaxon:189233) | - | PubMed (21506416) | |
| Jacobaea aquatica (ncbitaxon:189230) | - | PubMed (22516740) | |
| Jacobaea vulgaris (ncbitaxon:98722) | - | PubMed (21159354) |
| 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) |
| jaconine (CHEBI:136455) has functional parent jacoline (CHEBI:136452) |
| jaconine (CHEBI:136455) has role Jacobaea metabolite (CHEBI:139566) |
| jaconine (CHEBI:136455) is a diol (CHEBI:23824) |
| jaconine (CHEBI:136455) is a macrocyclic lactone (CHEBI:63944) |
| jaconine (CHEBI:136455) is a organic heterotricyclic compound (CHEBI:26979) |
| jaconine (CHEBI:136455) is a organochlorine compound (CHEBI:36683) |
| jaconine (CHEBI:136455) is a pyrrolizine alkaloid (CHEBI:38521) |
| jaconine (CHEBI:136455) is a tertiary amino compound (CHEBI:50996) |
| Incoming Relation(s) |
| jaconine N-oxide (CHEBI:136457) has functional parent jaconine (CHEBI:136455) |
| IUPAC Name |
|---|
| (3R,5R,6R,14aR,14bR)-3,6-dihydroxy-3-[(1R)-1-chloroethyl]-3,6-dihydroxy-5,6-dimethyl-3,4,5,6,9,11,13,14,14a,14b-decahydro[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione |
| Synonym | Source |
|---|---|
| (15alpha,20R)-20-Chloro-15,20-dihydro-12,15-dihydroxysenecionan-11,16-dione | ChemIDplus |
| Citations |
|---|