has_role organic heterocyclic compound neocarzinostatin chromophore 0 659.20028 659.644 CHEBI:41563 Reaxys:4224827 CHEBI:29655 pdb-ccd:CHR (1aS,5R,6R,6aE,9aR)-6-{[2,6-dideoxy-2-(methylamino)-alpha-D-galactopyranosyl]oxy}-1a-[(4R)-2-oxo-1,3-dioxolan-4-yl]-2,3,8,9-tetradehydro-1a,5,6,9a-tetrahydrocyclopenta[5,6]cyclonona[1,2-b]oxiren-5-yl 2-hydroxy-7-methoxy-5-methyl-1-naphthoate Ncs-chrom CiteXplore:6223633 CiteXplore:6220205 reaxys:4224827 CiteXplore:11955061 pubmed:6223633 pubmed:20735485 QZGIWPZCWHMVQL-UIYAJPBUSA-N wikipedia.en:Neocarzinostatin pubmed:7582949 pubmed:11955061 C35H33NO12 Neocarzinostatin chromophore pubmed:16546380 pubmed:8466903 CiteXplore:8362243 chebi_ontology KEGG COMPOUND:81604-85-5 CiteXplore:8466903 CiteXplore:2976601 pubmed:7582957 CiteXplore:20336247 CN[C@H]1[C@@H](O[C@@H]2/C3=C/C#C[C@H]4O[C@@]4([C@H]4COC(=O)O4)C#CC3=C[C@H]2OC(=O)c2c(O)ccc3c(C)cc(OC)cc23)O[C@H](C)[C@H](O)[C@@H]1O CiteXplore:11735421 pubmed:2976601 drugcentral:4108 CiteXplore:16546380 MESH:C032372 pubmed:11916399 CiteXplore:2524463 cas:81604-85-5 ChemIDplus:81604-85-5 CiteXplore:11916399 pubmed:6220205 pubmed:20336247 CiteXplore:7582949 CiteXplore:20735485 (1aS,5R,6R,6aE,9aR)-6-{[2,6-dideoxy-2-(methylamino)-alpha-D-galactopyranosyl]oxy}-1a-[(4R)-2-oxo-1,3-dioxolan-4-yl]-2,3,8,9-tetradehydro-1a,5,6,9a-tetrahydrocyclopenta[5,6]cyclonona[1,2-b]oxiren-5-yl 2-hydroxy-7-methoxy-5-methyl-1-naphthoate pubmed:2524463 pubmed:11735421 pubmed:8362243 CiteXplore:7582957 kegg.compound:C12049 KEGG COMPOUND:C12049 A naphthoate ester obtained by formal condensation of the carboxy group of 2-hydroxy-7-methoxy-5-methyl-1-naphthoic acid with the 5-hydroxy group of (1a<i>S</i>,5<i>R</i>,6<i>R</i>,6a<i>E</i>,9a<i>R</i>)-5-hydroxy-1a-[(4<i>R</i>)-2-oxo-1,3-dioxolan-4-yl]-2,3,8,9-tetradehydro-1a,5,6,9a-tetrahydrocyclopenta[5,6]cyclonona[1,2-<em>b</em>]oxiren-6-yl 2,6-dideoxy-2-(methylamino)-α-<small>D</small>-galactopyranoside. The chromophoric part of neocarzinostatin, it is tightly and non-covelently bound to a 113-membered apoprotein, which serves to protect it and release it to the target DNA. InChI=1S/C35H33NO12/c1-16-12-19(42-4)14-22-20(16)8-9-23(37)27(22)32(40)45-24-13-18-10-11-35(26-15-43-34(41)46-26)25(48-35)7-5-6-21(18)31(24)47-33-28(36-3)30(39)29(38)17(2)44-33/h6,8-9,12-14,17,24-26,28-31,33,36-39H,15H2,1-4H3/b21-6+/t17-,24-,25-,26-,28-,29+,30-,31-,33-,35+/m1/s1 antineoplastic agent