CHEBI:27795 - β-erythroidine

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ChEBI Name β-erythroidine
ChEBI ID CHEBI:27795
ChEBI ASCII Name beta-erythroidine
Definition An organic heterotetracyclic indole alkaloid isolated from the seeds and other parts of Erythrina species. It differs from the α isomer in having the double bond of the dihydropyranone ring located β,γ- to the lactone carbonyl group instead of α,β-.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10416, CHEBI:22839
Supplier Information
Download Molfile XML SDF
Formula C16H19NO3
Net Charge 0
Average Mass 273.32700
Monoisotopic Mass 273.13649
InChI InChI=1S/C16H19NO3/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13/h2-3,5,13H,4,6-10H2,1H3/t13-,16-/m0/s1
InChIKey PXWINCSLFXUWBZ-BBRMVZONSA-N
SMILES CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=C3CC(=O)OC1
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): 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.
(via alkaloid )
Application(s): 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.
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ChEBI Ontology
Outgoing β-erythroidine (CHEBI:27795) has role muscle relaxant (CHEBI:51371)
β-erythroidine (CHEBI:27795) has role plant metabolite (CHEBI:76924)
β-erythroidine (CHEBI:27795) is a δ-lactone (CHEBI:18946)
β-erythroidine (CHEBI:27795) is a indole alkaloid (CHEBI:38958)
β-erythroidine (CHEBI:27795) is a organic heterotetracyclic compound (CHEBI:38163)
β-erythroidine (CHEBI:27795) is a tertiary amino compound (CHEBI:50996)
Incoming dihydro-β-erythroidine (CHEBI:34705) has functional parent β-erythroidine (CHEBI:27795)
IUPAC Name
(4bS,6R)-6-methoxy-1,4,6,10,12,13-hexahydro-3H,5H-pyrano[4',3':3,4]pyrido[2,1-i]indol-3-one
Synonyms Sources
(+)-β-erythroidine ChEBI
12,13-didehydro-13,14-dihydro-α-erythroidine ChemIDplus
Manual Xrefs Databases
C00001854 KNApSAcK
C06532 KEGG COMPOUND
US2373952 Patent
US2385266 Patent
US2407713 Patent
View more database links
Registry Numbers Types Sources
36194 Reaxys Registry Number Reaxys
466-81-9 CAS Registry Number KEGG COMPOUND
466-81-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15437298 PubMed citation Europe PMC
16550620 PubMed citation Europe PMC
16898793 PubMed citation Europe PMC
21018227 PubMed citation Europe PMC
Last Modified
28 July 2014