CHEBI:3907 - coumermycin A1

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name coumermycin A1
ChEBI ASCII Name coumermycin A1
Definition A hydroxycoumarin antibiotic that is obtained from Streptomyces rishiriensis and exhibits potent antibacterial and anticancer activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C55H59N5O20
Net Charge 0
Average Mass 1110.07850
Monoisotopic Mass 1109.37534
InChI InChI=1S/C55H59N5O20/c1-21-12-16-29(57-21)48(67)77-42-38(63)52(79-54(6,7)44(42)71-10)73-31-18-14-26-36(61)34(50(69)75-40(26)24(31)4)59-46(65)28-20-56-33(23(28)3)47(66)60-35-37(62)27-15-19-32(25(5)41(27)76-51(35)70)74-53-39(64)43(45(72-11)55(8,9)80-53)78-49(68)30-17-13-22(2)58-30/h12-20,38-39,42-45,52-53,56-58,61-64H,1-11H3,(H,59,65)(H,60,66)/t38-,39-,42+,43+,44-,45-,52-,53-/m1/s1
SMILES CO[C@@H]1[C@@H](OC(=O)c2ccc(C)[nH]2)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4c[nH]c(C(=O)Nc5c(O)c6ccc(O[C@@H]7OC(C)(C)[C@H](OC)[C@@H](OC(=O)c8ccc(C)[nH]8)[C@H]7O)c(C)c6oc5=O)c4C)c(=O)oc3c2C)OC1(C)C
Metabolite of Species Details
Streptomyces rishiriensis (NCBI:txid68264) See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
DNA synthesis inhibitor
Any substance that inhibits the synthesis of DNA.
topoisomerase IV inhibitor
A topoisomerase inhibitor that inhibits DNA topoisomerase IV, which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.
Hsp90 inhibitor
An EC (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing coumermycin A1 (CHEBI:3907) has role antimicrobial agent (CHEBI:33281)
coumermycin A1 (CHEBI:3907) has role antineoplastic agent (CHEBI:35610)
coumermycin A1 (CHEBI:3907) has role bacterial metabolite (CHEBI:76969)
coumermycin A1 (CHEBI:3907) has role DNA synthesis inhibitor (CHEBI:59517)
coumermycin A1 (CHEBI:3907) has role Hsp90 inhibitor (CHEBI:63962)
coumermycin A1 (CHEBI:3907) has role topoisomerase IV inhibitor (CHEBI:53559)
coumermycin A1 (CHEBI:3907) is a aromatic amide (CHEBI:62733)
coumermycin A1 (CHEBI:3907) is a coumarins (CHEBI:23403)
coumermycin A1 (CHEBI:3907) is a glycoside (CHEBI:24400)
coumermycin A1 (CHEBI:3907) is a heteroarenecarboxylate ester (CHEBI:38064)
coumermycin A1 (CHEBI:3907) is a pyrroles (CHEBI:26455)
(3-methyl-1H-pyrrole-2,4-diyl)bis[carbonylimino(4-hydroxy-8-methyl-2-oxo-2H-chromene-3,7-diyl)oxy(2R,3R,4S,5R)-3-hydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2,4-diyl] bis(5-methyl-1H-pyrrole-2-carboxylate)
INNs Sources
coumamycine ChemIDplus
coumamycinum ChemIDplus
cumamicina ChemIDplus
Synonyms Sources
Notomycin ChemIDplus
Notomycin A1 ChemIDplus
NSC 107412 ChemIDplus
Sugordomycin D-1a ChemIDplus
Manual Xrefs Databases
C00002461 KNApSAcK
Coumermycin_A1 Wikipedia
View more database links
Registry Numbers Types Sources
4434-05-3 CAS Registry Number KEGG COMPOUND
4434-05-3 CAS Registry Number ChemIDplus
5230975 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23123663 PubMed citation Europe PMC
23652970 PubMed citation Europe PMC
24079980 PubMed citation Europe PMC
24692538 PubMed citation Europe PMC
Last Modified
06 March 2015