CHEBI:16718 - (S)-reticuline

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ChEBI Name (S)-reticuline
ChEBI ID CHEBI:16718
ChEBI ASCII Name (S)-reticuline
Definition The (S)-enantiomer of reticuline.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11070, CHEBI:12412, CHEBI:441, CHEBI:18800
Supplier Information
Download Molfile XML SDF
Formula C19H23NO4
Net Charge 0
Average Mass 329.39026
Monoisotopic Mass 329.16271
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
SMILES COc1ccc(C[C@@H]2N(C)CCc3cc(OC)c(O)cc23)cc1O
Metabolite of Species Details
Annona glabra (NCBI:txid301703) Found in stem wood (BTO:0001469). Ethanolic extract of stemwood See: DOI
Roles Classification
Biological Role(s): 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.
(via reticuline )
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 (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 (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 Sources
(+)-reticuline ChEBI
(+)-Reticuline KEGG COMPOUND
(S)-(+)-reticuline ChEBI
(S)-Reticuline KEGG COMPOUND
L-(+)-Reticuline ChemIDplus
Reticline ChemIDplus
Manual Xrefs Databases
C00001910 KNApSAcK
C02105 KEGG COMPOUND
REN PDBeChem
View more database links
Registry Numbers Types Sources
4299976 Beilstein Registry Number Beilstein
485-19-8 CAS Registry Number KEGG COMPOUND
485-19-8 CAS Registry Number ChemIDplus
95671 Beilstein Registry Number Beilstein
Last Modified
31 March 2017