Item 1 of 1 (back to results) esperamicin A1 A naturally occurring antibiotic and antitumor agent isolated from Actinomadura verrucosopora. Its chemical structure consists of a core bicyclo[7.3.1]tridecadiynene moiety containing a 1,5-diyn-3-ene as part of a ten-membered ring, a alpha,beta-unsaturated ketone with a bridgehead double bond and an attached allylic trisulfide. This ring system is attached at one end by a trisaccharide moiety and at the opposite end by a 2-deoxy-L-fucose-anthranilate moiety. The trisaccharide consists of a hydroxyamino sugar which is connected to a isopropylamino sugar through a glycosidic linkage and a thiomethyl sugar through an NH-O linkage.

Current search: 05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > antineoplastic agent [CHEBI:35610] > esperamicin A1 [CHEBI:53273] × Select any link to see items in a related category. more general categories    information about this item 03. Biological Effects of Specific Chemicals  03. Biological Effects of Specific Chemicals  aetiopathogenetic uses [CHEBI:52209] (178)   genotoxin [CHEBI:50902] (78)   mutagen [CHEBI:25435] (74)   alkylating agent [CHEBI:22333] (29)   esperamicin A1 [CHEBI:53273] (1) 05. Industrial Uses  05. Industrial Uses  pharmaceutical [CHEBI:52217] (1978)   drug [CHEBI:23888] (1930)   antineoplastic agent [CHEBI:35610] (760)   esperamicin A1 [CHEBI:53273] (1) 08. Chemical Category  08. Chemical Category  main group molecular entity [CHEBI:33579] (25650)   p-block molecular entity [CHEBI:33675] (25343)   carbon group molecular entity [CHEBI:33582] (23847)   organic molecular entity [CHEBI:50860] (23769)   organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   carbocyclic antibiotic [CHEBI:49319] (22)   enediyne antibiotic [CHEBI:53268] (2)   esperamicin [CHEBI:53271] (1)   esperamicin A1 [CHEBI:53273] (1)  acetylenic compound [CHEBI:73474] (106)   enediyne [CHEBI:53272] (2)   enediyne antibiotic [CHEBI:53268] (2)   esperamicin [CHEBI:53271] (1)   esperamicin A1 [CHEBI:53273] (1)  polyatomic entity [CHEBI:36357] (18777)   molecule [CHEBI:25367] (11520)   cyclic compound [CHEBI:33595] (7817)   homocyclic compound [CHEBI:33597] (1134)   carbocyclic compound [CHEBI:33598] (1130)   carbocyclic antibiotic [CHEBI:49319] (22)   enediyne antibiotic [CHEBI:53268] (2)   esperamicin [CHEBI:53271] (1)   esperamicin A1 [CHEBI:53273] (1)  organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   carbocyclic antibiotic [CHEBI:49319] (22)   enediyne antibiotic [CHEBI:53268] (2)   esperamicin [CHEBI:53271] (1)   esperamicin A1 [CHEBI:53273] (1)  organic molecule [CHEBI:72695] (11399)   organic cyclic compound [CHEBI:33832] (7633)   carbocyclic compound [CHEBI:33598] (1130)   carbocyclic antibiotic [CHEBI:49319] (22)   enediyne antibiotic [CHEBI:53268] (2)   esperamicin [CHEBI:53271] (1)   esperamicin A1 [CHEBI:53273] (1)  acetylenic compound [CHEBI:73474] (106)   enediyne [CHEBI:53272] (2)   enediyne antibiotic [CHEBI:53268] (2)   esperamicin [CHEBI:53271] (1)   esperamicin A1 [CHEBI:53273] (1) ChEBI Compound Accession Identifier:   [CHEBI:53273] ChEBI Compound Description:   A naturally occurring antibiotic and antitumor agent isolated from Actinomadura verrucosopora. Its chemical structure consists of a core bicyclo[7.3.1]tridecadiynene moiety containing a 1,5-diyn-3-ene as part of a ten-membered ring, a alpha,beta-unsaturated ketone with a bridgehead double bond and an attached allylic trisulfide. This ring system is attached at one end by a trisaccharide moiety and at the opposite end by a 2-deoxy-L-fucose-anthranilate moiety. The trisaccharide consists of a hydroxyamino sugar which is connected to a isopropylamino sugar through a glycosidic linkage and a thiomethyl sugar through an NH-O linkage. ChEBI Compound Identification Number:   53273 ChEBI InChI Value:   InChI=1S/C59H80N4O22S4/c1-28(2)60-36-27-77-43(25-39(36)73-8)83-52-50(66)47(63-85-45-24-37(64)53(86-12)31(5)79-45)29(3)80-57(52)82-38-18-16-14-15-17-20-59(71)34(19-21-88-89-87-13)46(38)48(62-58(70)76-11)51(67)54(59)84-44-26-42(49(65)30(4)78-44)81-56(69)33-22-40(74-9)41(75-10)23-35(33)61-55(68)32(6)72-7/h14-15,19,22-23,28-31,36-39,42-45,47,49-50,52-54,57,60,63-66,71H,6,21,24-27H2,1-5,7-13H3,(H,61,68)(H,62,70)/b15-14-,34-19+/t29-,30+,31-,36+,37+,38-,39+,42+,43+,44+,45+,47-,49-,50+,52-,53-,54-,57+,59-/m1/s1 ChEBI InChIKey Value:   LJQQFQHBKUKHIS-KSFFZXMPSA-N ChEBI Compound Name:   esperamicin A1 ChEBI SMILES Value:   [H][C@@]1(O[C@@H]2O[C@H](C)[C@@H](NO[C@H]3C[C@H](O)[C@H](SC)[C@@H](C)O3)[C@H](O)[C@H]2O[C@H]2C[C@H](OC)[C@H](CO2)NC(C)C)C#C\C=C/C#C[C@]2(O)[C@H](O[C@H]3C[C@H](OC(=O)c4cc(OC)c(OC)cc4NC(=O)C(=C)OC)[C@H](O)[C@H](C)O3)C(=O)C(NC(=O)OC)=C1/C2=C\CSSSC ChEBI Substance ID:   85305518 ChEBI URL:   ChEBI:53273 ChemSpider ID:   NS Ontomatica Chemical Accession Key (OnChAKey):   LJQQFQHBKUKHIS_KSFFZXMPSA_N_000_000000 PubChem Compound ID:   44263840