CHEBI:75091 - aclacinomycin N

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ChEBI Name aclacinomycin N
ChEBI ID CHEBI:75091
Definition An anthracycline antibiotic that is aclacinomycin A in which the keto group on the trisaccharide fragment has been reduced in a stereospecific manner to the corresponding alcohol.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C42H55NO15
Net Charge 0
Average Mass 813.88380
Monoisotopic Mass 813.35717
InChI InChI=1S/C42H55NO15/c1-8-42(51)17-28(33-22(35(42)41(50)52-7)14-23-34(38(33)49)37(48)32-21(36(23)47)10-9-11-26(32)45)56-30-15-24(43(5)6)39(19(3)54-30)58-31-16-27(46)40(20(4)55-31)57-29-13-12-25(44)18(2)53-29/h9-11,14,18-20,24-25,27-31,35,39-40,44-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,25-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1
InChIKey CPUWOKRFRYWIHK-BPPBZOKFSA-N
SMILES CC[C@@]1(O)C[C@H](O[C@H]2C[C@@H]([C@H](O[C@H]3C[C@H](O)[C@H](O[C@H]4CC[C@H](O)[C@H](C)O4)[C@H](C)O3)[C@H](C)O2)N(C)C)c2c(O)c3C(=O)c4c(O)cccc4C(=O)c3cc2[C@H]1C(=O)OC
Roles Classification
Biological Role(s): 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.
(via anthracycline )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing aclacinomycin N (CHEBI:75091) has functional parent aklavinone (CHEBI:31181)
aclacinomycin N (CHEBI:75091) has role antimicrobial agent (CHEBI:33281)
aclacinomycin N (CHEBI:75091) has role antineoplastic agent (CHEBI:35610)
aclacinomycin N (CHEBI:75091) has role metabolite (CHEBI:25212)
aclacinomycin N (CHEBI:75091) is a aminoglycoside (CHEBI:47779)
aclacinomycin N (CHEBI:75091) is a anthracycline (CHEBI:48120)
aclacinomycin N (CHEBI:75091) is a methyl ester (CHEBI:25248)
aclacinomycin N (CHEBI:75091) is a phenols (CHEBI:33853)
aclacinomycin N (CHEBI:75091) is a polyketide (CHEBI:26188)
aclacinomycin N (CHEBI:75091) is a tertiary alcohol (CHEBI:26878)
aclacinomycin N (CHEBI:75091) is a tetracenequinones (CHEBI:51286)
aclacinomycin N (CHEBI:75091) is a trisaccharide derivative (CHEBI:63571)
aclacinomycin N (CHEBI:75091) is conjugate base of aclacinomycin N(1+) (CHEBI:74924)
aclacinomycin N (CHEBI:75091) is tautomer of aclacinomycin N zwitterion (CHEBI:77991)
Incoming aclacinomycin N(1+) (CHEBI:74924) is conjugate acid of aclacinomycin N (CHEBI:75091)
aclacinomycin N zwitterion (CHEBI:77991) is tautomer of aclacinomycin N (CHEBI:75091)
IUPAC Name
methyl (1R,2R,4S)-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-4-{[2,3,6-trideoxy-4-O-{2,6-dideoxy-4-O-[(2S,5S,6S)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranosyl}-3-(dimethylamino)-α-L-lyxo-hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
Synonyms Sources
Antibiotic MA 144N1 ChemIDplus
MA 144 N1 ChemIDplus
Manual Xref Database
C18637 KEGG COMPOUND
View more database links
Registry Number Type Source
64474-88-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17395717 PubMed citation Europe PMC
2759016 PubMed citation Europe PMC
6929356 PubMed citation Europe PMC
Last Modified
06 March 2015