CHEBI:5373 - (S)-glaucine

ChEBI IDCHEBI:5373
ChEBI Name(S)-glaucine
Stars
ASCII Name(S)-glaucine
DefinitionAn aporphine alkaloid that is (S)-1,2,9,10-tetrahydroxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline in which the four phenolic hydrogens have been replaced by methyl groups.
Last Modified6 April 2017
DownloadsMolfile
FormulaC21H25NO4
Net Charge0
Average Mass355.434
Monoisotopic Mass355.17836
SMILES[H][C@]12Cc3cc(OC)c(OC)cc3-c3c(OC)c(OC)cc(c31)CCN2C
InChIInChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1
InChIKeyRUZIUYOSRDWYQF-HNNXBMFYSA-N
Species of MetaboliteComponentSourceComments
Corydalis turtschaninovii (ncbitaxon:1577077)
tuber (BTO:0001400) PubMed (25670016)
rhizome (BTO:0001181) PubMed (25277281)
Glaucium flavum (ncbitaxon:56853) root (BTO:0001188) PubMed (24317429)
Nandina domestica (ncbitaxon:41776) fruit (BTO:0000486) PubMed (24897106)
Corydalis yanhusuo (ncbitaxon:458692) - PubMed (23194502)
Xylopia laevigata (IPNI:269802-2) stem (BTO:0001300) PubMed (27399666)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
NF-kappaB inhibitor  An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
rat metabolite  Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
muscle relaxant  A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
antitussive  An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(S)-glaucine (CHEBI:5373) has role antibacterial agent (CHEBI:33282)
(S)-glaucine (CHEBI:5373) has role antineoplastic agent (CHEBI:35610)
(S)-glaucine (CHEBI:5373) has role antitussive (CHEBI:51177)
(S)-glaucine (CHEBI:5373) has role muscle relaxant (CHEBI:51371)
(S)-glaucine (CHEBI:5373) has role NF-κB inhibitor (CHEBI:73240)
(S)-glaucine (CHEBI:5373) has role plant metabolite (CHEBI:76924)
(S)-glaucine (CHEBI:5373) has role platelet aggregation inhibitor (CHEBI:50427)
(S)-glaucine (CHEBI:5373) has role rat metabolite (CHEBI:86264)
(S)-glaucine (CHEBI:5373) is a aporphine alkaloid (CHEBI:134209)
(S)-glaucine (CHEBI:5373) is a organic heterotetracyclic compound (CHEBI:38163)
(S)-glaucine (CHEBI:5373) is a polyether (CHEBI:46774)
(S)-glaucine (CHEBI:5373) is a tertiary amino compound (CHEBI:50996)
(S)-glaucine (CHEBI:5373) is conjugate base of (S)-glaucine(1+) (CHEBI:134212)
Incoming Relation(s)
(S)-1,2,9,10-tetramethoxy-6-methylaporphine(1+) (CHEBI:134213) has functional parent (S)-glaucine (CHEBI:5373)
(S)-glaucine(1+) (CHEBI:134212) is conjugate acid of (S)-glaucine (CHEBI:5373)
IUPAC Name 
(6aS)-1,2,9,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
Synonyms  Source
GlaucineKEGG COMPOUND
d-GlaucineChemIDplus
S-(+)-GlaucineChemIDplus
Boldine dimethyl etherChemIDplus
1,2,9,10-Tetramethoxy-6a-alpha-aporphineChemIDplus
Manual XrefsDatabases
C09446KEGG COMPOUND
C00001861KNApSAcK
D08014KEGG DRUG
Registry NumbersSources
Reaxys:95206Reaxys
CAS:475-81-0KEGG COMPOUND
CAS:475-81-0ChemIDplus
Citations