CHEBI:78283 - 8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C

ChEBI IDCHEBI:78283
ChEBI Name8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C
Stars
ASCII Name8-demethyl-8-(alpha-L-rhamnosyl)tetracenomycin C
DefinitionA member of the class of tetracenomycins that is 8-demethyltetracenomycin C in which the hydroxyl hydrogen at position 8 is replaced by an α-L-rhamnosyl residue.
Last Modified6 February 2018
SubmitterKAX
DownloadsMolfile
FormulaC28H28O15
Net Charge0
Average Mass604.517
Monoisotopic Mass604.14282
SMILESCOC(=O)c1c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)cc2cc3c(c(O)c2c1C)C(=O)[C@]1(O)C(=O)C=C(OC)[C@@H](O)[C@]1(O)C3=O
InChIInChI=1S/C28H28O15/c1-8-15-10(6-12(16(8)25(37)41-4)43-26-21(33)20(32)18(30)9(2)42-26)5-11-17(19(15)31)24(36)27(38)14(29)7-13(40-3)23(35)28(27,39)22(11)34/h5-7,9,18,20-21,23,26,30-33,35,38-39H,1-4H3/t9-,18-,20+,21+,23+,26-,27+,28+/m0/s1
InChIKeyQIJXKOOPLDVFLW-DWENXZEQSA-N
Species of MetaboliteComponentSourceComments
Streptomyces olivaceus (ncbitaxon:47716) - PubMed (11376004)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) has functional parent tetracenomycin C (CHEBI:9470)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) has role bacterial metabolite (CHEBI:76969)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a cyclic ketone (CHEBI:3992)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a enol ether (CHEBI:47985)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a enone (CHEBI:51689)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a methyl ester (CHEBI:25248)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a monosaccharide derivative (CHEBI:63367)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a phenols (CHEBI:33853)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a tertiary α-hydroxy ketone (CHEBI:139592)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a tetracenomycin (CHEBI:48132)
8-demethyl-8-(α-L-rhamnosyl)tetracenomycin C (CHEBI:78283) is a α-L-rhamnoside (CHEBI:27848)
IUPAC Name 
methyl (6aR,7S,10aR)-3-[(6-deoxy-α-L-mannopyranosyl)oxy]-6a,7,10a,12-tetrahydroxy-8-methoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate
UniProt Name  Source
8-demethyl-8-α-L-rhamnosyl-tetracenomycin CUniProt
Manual XrefsDatabases
CPD-16641MetaCyc
Citations