CHEBI:152570 - butremycin

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ChEBI Name butremycin
ChEBI ID CHEBI:152570
Definition A polyketide macrolactam containing a tetramic acid (pyrrolidine-2,4-dione) ring system. It is the 3-hydroxyl derivative of ikarugamycin and isolated from Micromonospora sp. K310.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
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Formula C29H38N2O5
Net Charge 0
Average Mass 494.632
Monoisotopic Mass 494.27807
InChI InChI=1S/C29H38N2O5/c1-3-17-15(2)13-21-19(17)8-9-20-18-5-4-6-25(34)30-12-11-24(33)27-28(35)26(29(36)31-27)23(32)10-7-16(18)14-22(20)21/h4,6-10,15-22,24,27,33,35H,3,5,11-14H2,1-2H3,(H,30,34)(H,31,36)/b6-4-,10-7+/t15-,16-,17-,18+,19+,20-,21+,22+,24-,27+/m1/s1
InChIKey IJOMIIDEKGZJJF-KSCHHOEWSA-N
SMILES C1=C[C@@]2([C@@]([C@@]3([C@]1([C@@]4([C@](C3)([H])C=CC(C=5C(=O)N[C@@]([C@@H](CCNC(C=CC4)=O)O)(C5O)[H])=O)[H])[H])[H])(C[C@H]([C@H]2CC)C)[H])[H]
Metabolite of Species Details
Micromonospora sp. (NCBI:txid1876) Found in cell suspension culture (BTO:0000221). of strain K310 See: PubMed
Roles Classification
Biological Role(s): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing butremycin (CHEBI:152570) has functional parent ikarugamycin (CHEBI:75276)
butremycin (CHEBI:152570) has role antibacterial agent (CHEBI:33282)
butremycin (CHEBI:152570) has role bacterial metabolite (CHEBI:76969)
butremycin (CHEBI:152570) has role marine metabolite (CHEBI:76507)
butremycin (CHEBI:152570) is a azamacrocycle (CHEBI:52898)
butremycin (CHEBI:152570) is a enone (CHEBI:51689)
butremycin (CHEBI:152570) is a lactam (CHEBI:24995)
butremycin (CHEBI:152570) is a organic heteropentacyclic compound (CHEBI:38164)
butremycin (CHEBI:152570) is a polyketide (CHEBI:26188)
IUPAC Name
(2R,3R,3aS,5aR,5bS,7Z,13R,14S,19E,20aS,21aR,21bR)-3-ethyl-13,22-dihydroxy-2-methyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-1H-14,17-(metheno)-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(17H)-trione
Citations Waiting for Citations Types Sources
24534843 PubMed citation Europe PMC
25711294 PubMed citation Europe PMC
Last Modified
03 June 2020