muramine (CHEBI:194523)

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ChEBI Name	muramine

ChEBI ID	CHEBI:194523

Definition	A dibenzazecine alkaloid that is 5,7,8,14-tetrahydrodibenzo[c,g]azecin-13(6H)-one substituted by a methyl group at position 6 and by methoxy groups at positions 3, 4, 10, and 11.

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

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

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Formula

C22H27NO5

Net Charge

Average Mass

385.460

Monoisotopic Mass

385.18892

InChI

InChI=1S/C22H27NO5/c1-23-9-8-15-11-20(26-3)21(27-4)12-16(15)18(24)10-14-6-7-19(25-2)22(28-5)17(14)13-23/h6-7,11-12H,8-10,13H2,1-5H3

InChIKey

HUIJAZQRYSCNED-UHFFFAOYSA-N

SMILES

COC1=C(OC)C=C2C(CCN(C)CC3=C(CC2=O)C=CC(OC)=C3OC)=C1

Metabolite of Species	Details
Glaucium vitellinum (IPNI:673209-1)	See: PubMed
Corydalis decumbens (NCBI:txid38904)	Found in rhizome (BTO:0001181). See: Jing Liao, Wen-Zao Liang, Guo-Shi Tu. Isolation and Identification of Eleven Tertiary Alkaloidsin Corydalis decumbens. Journal of Chinese Pharmaceutical Sciences, 01 Jan 1995, 4(2), 57-6.
Papaver nudicaule (NCBI:txid74823)	Found in aerial part (BTO:0001658). See: PubMed
Argemone squarrosa (NCBI:txid99331)	See: PubMed

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 )

ChEBI Ontology
Outgoing	muramine (CHEBI:194523) has role plant metabolite (CHEBI:76924) muramine (CHEBI:194523) is a aromatic ether (CHEBI:35618) muramine (CHEBI:194523) is a dibenzazecine alkaloid (CHEBI:38608) muramine (CHEBI:194523) is a tertiary amino compound (CHEBI:50996)

IUPAC Name

3,4,10,11-tetramethoxy-6-methyl-5,7,8,14-tetrahydrodibenzo[c,g]azecin-13(6H)-one

Synonyms	Sources
5,7,8,14-tetrahydro-3,4,10,11-tetramethoxy-6-methyldibenz[c,g]azecin-13(6H)-one	ChEBI
cryptopalmatine	ChEBI
muramine	UniProt

Registry Number	Type	Source
2292-20-8	CAS Registry Number	KNApSAcK

Last Modified

24 March 2023