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CHEBI:16718 - (S)-reticuline
| Formula | C19H23NO4 |
| Net Charge | 0 |
| Average Mass | 329.396 |
| Monoisotopic Mass | 329.16271 |
| SMILES | COc1ccc(C[C@H]2c3cc(O)c(OC)cc3CCN2C)cc1O |
| InChI | InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 |
| InChIKey | BHLYRWXGMIUIHG-HNNXBMFYSA-N |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Annona glabra (ncbitaxon:301703) | stem wood (BTO:0001469) | DOI (10.1021/np100247r) | Ethanolic extract of stemwood |
| Roles Classification |
|---|
| Biological Roles: | EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor An EC 2.1.1.* (methyltransferases) inhibitor that interferes with the action of 3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase (EC 2.1.1.116). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. 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) |
| (S)-reticuline (CHEBI:16718) has role EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor (CHEBI:77111) |
| (S)-reticuline (CHEBI:16718) is a reticuline (CHEBI:26533) |
| (S)-reticuline (CHEBI:16718) is conjugate base of (S)-reticulinium(1+) (CHEBI:57873) |
| (S)-reticuline (CHEBI:16718) is enantiomer of (R)-reticuline (CHEBI:17428) |
| Incoming Relation(s) |
| (S)-tembetarine (CHEBI:134199) has functional parent (S)-reticuline (CHEBI:16718) |
| (S)-reticulinium(1+) (CHEBI:57873) is conjugate acid of (S)-reticuline (CHEBI:16718) |
| (R)-reticuline (CHEBI:17428) is enantiomer of (S)-reticuline (CHEBI:16718) |
| IUPAC Name |
|---|
| (1S)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol |
| Synonyms | Source |
|---|---|
| (S)-Reticuline | KEGG COMPOUND |
| (+)-reticuline | ChEBI |
| (S)-(+)-reticuline | ChEBI |
| L-(+)-Reticuline | ChemIDplus |
| Reticline | ChemIDplus |
| (+)-Reticuline | KEGG COMPOUND |