CHEBI:74619 - aclacinomycin A

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ChEBI Name aclacinomycin A
Definition An anthracycline antibiotic that is produced by Streptomyces galilaeus and also has potent antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C42H53NO15
Net Charge 0
Average Mass 811.86790
Monoisotopic Mass 811.34152
InChI InChI=1S/C42H53NO15/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/h9-11,14,18-20,24,27-31,35,39-40,45-46,49,51H,8,12-13,15-17H2,1-7H3/t18-,19-,20-,24-,27-,28-,29-,30-,31-,35-,39+,40+,42+/m0/s1
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]4CCC(=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.
EC [DNA topoisomerase (ATP-hydrolysing)] inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC (also known as topoisomerase II and as DNA gyrase), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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 A (CHEBI:74619) has functional parent aklavinone (CHEBI:31181)
aclacinomycin A (CHEBI:74619) has role antimicrobial agent (CHEBI:33281)
aclacinomycin A (CHEBI:74619) has role antineoplastic agent (CHEBI:35610)
aclacinomycin A (CHEBI:74619) has role apoptosis inducer (CHEBI:68495)
aclacinomycin A (CHEBI:74619) has role bacterial metabolite (CHEBI:76969)
aclacinomycin A (CHEBI:74619) has role EC [DNA topoisomerase (ATP-hydrolysing)] inhibitor (CHEBI:50750)
aclacinomycin A (CHEBI:74619) is a aminoglycoside (CHEBI:47779)
aclacinomycin A (CHEBI:74619) is a anthracycline (CHEBI:48120)
aclacinomycin A (CHEBI:74619) is a methyl ester (CHEBI:25248)
aclacinomycin A (CHEBI:74619) is a phenols (CHEBI:33853)
aclacinomycin A (CHEBI:74619) is a polyketide (CHEBI:26188)
aclacinomycin A (CHEBI:74619) is a tetracenequinones (CHEBI:51286)
aclacinomycin A (CHEBI:74619) is a trisaccharide derivative (CHEBI:63571)
aclacinomycin A (CHEBI:74619) is conjugate base of aclacinomycin A(1+) (CHEBI:74353)
aclacinomycin A (CHEBI:74619) is tautomer of aclacinomycin A zwitterion (CHEBI:77980)
Incoming aclacinomycin A(1+) (CHEBI:74353) is conjugate acid of aclacinomycin A (CHEBI:74619)
aclacinomycin A zwitterion (CHEBI:77980) is tautomer of aclacinomycin A (CHEBI:74619)
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-[(2R,6S)-6-methyl-5-oxotetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranosyl}-3-(dimethylamino)-α-L-lyxo-hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate
INNs Sources
aclarubicin KEGG DRUG
aclarubicina WHO MedNet
aclarubicine ChemIDplus
aclarubicinum ChemIDplus
Synonym Source
MA 144-A1 ChemIDplus
Manual Xrefs Databases
80 DrugCentral
Aclarubicin Wikipedia
CPD-12960 MetaCyc
View more database links
Registry Numbers Types Sources
4901152 Reaxys Registry Number Reaxys
57576-44-0 CAS Registry Number KEGG COMPOUND
57576-44-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017