(R)-laudanosine (CHEBI:136734)

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ChEBI Name	(R)-laudanosine

ChEBI ID	CHEBI:136734

ChEBI ASCII Name	(R)-laudanosine

Definition	A benzylisoquinoline alkaloid that is (R)-tetrahydropapaverine in which the amino hydrogen has been replaced by a methyl group

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C21H27NO4

Net Charge

Average Mass

357.444

Monoisotopic Mass

357.19401

InChI

InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3/t17-/m1/s1

InChIKey

KGPAYJZAMGEDIQ-QGZVFWFLSA-N

SMILES

N1([C@@H](C2=C(CC1)C=C(C(=C2)OC)OC)CC3=CC=C(C(=C3)OC)OC)C

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):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

ChEBI Ontology
Outgoing	(R)-laudanosine (CHEBI:136734) has functional parent (R)-tetrahydropapaverine (CHEBI:136735) (R)-laudanosine (CHEBI:136734) is a aromatic ether (CHEBI:35618) (R)-laudanosine (CHEBI:136734) is a benzylisoquinoline alkaloid (CHEBI:22750) (R)-laudanosine (CHEBI:136734) is a benzyltetrahydroisoquinoline (CHEBI:26901) (R)-laudanosine (CHEBI:136734) is a polyether (CHEBI:46774) (R)-laudanosine (CHEBI:136734) is a tertiary amino compound (CHEBI:50996) (R)-laudanosine (CHEBI:136734) is conjugate base of (R)-laudanosine(1+) (CHEBI:134210)

Incoming	(R)-laudanosine(1+) (CHEBI:134210) is conjugate acid of (R)-laudanosine (CHEBI:136734)

IUPAC Name

(1R)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Synonyms	Sources
(R)-(−)-laudanosine	ChEBI
(R)-N-methyltetrahydropapaverine	ChEBI

Registry Number	Type	Source
96753	Reaxys Registry Number	Reaxys

Citation	Type	Source
25909585	PubMed citation	Europe PMC

Last Modified

05 April 2017