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CHEBI:194523 - muramine

Default Structure
ChEBI IDCHEBI:194523
ChEBI Namemuramine
Stars
DefinitionA 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.
Last Modified24 March 2023
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC22H27NO5
Net Charge0
Average Mass385.460
Monoisotopic Mass385.18892
SMILESCOc1cc2c(cc1OC)C(=O)Cc1ccc(OC)c(OC)c1CN(C)CC2
InChIInChI=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
InChIKeyHUIJAZQRYSCNED-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Argemone squarrosa (ncbitaxon:99331) - PubMed (6034814)
Corydalis decumbens (ncbitaxon:38904) rhizome (BTO:0001181) Article (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.)
Glaucium vitellinum (IPNI:673209-1) - PubMed (19671)
Papaver nudicaule (ncbitaxon:74823) aerial part (BTO:0001658) PubMed (32517053)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
5,7,8,14-tetrahydro-3,4,10,11-tetramethoxy-6-methyldibenz[c,g]azecin-13(6H)-oneChEBI
cryptopalmatineChEBI
UniProt Name  Source
muramineUniProt
Manual XrefsDatabases
C00028614KNApSAcK
Registry NumbersSources
CAS:2292-20-8KNApSAcK
Citations