neocarzinostatin chromophore

Term ID

CHEBI:29655

Synonyms

• (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
• Neocarzinostatin chromophore

Definition

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 (1aS,5R,6R,6aE,9aR)-5-hydroxy-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-6-yl 2,6-dideoxy-2-(methylamino)-alpha-D-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.

References

• CAS:81604-85-5
• Drug_Central:4108
• KEGG:C12049
• PDBeChem:CHR
• PMID:11735421
• PMID:11916399
• PMID:11955061
• PMID:16546380
• PMID:20336247
• PMID:20735485
• PMID:2524463
• PMID:2976601
• PMID:6220205
• PMID:6223633
• PMID:7582949
• PMID:7582957
• PMID:8362243
• PMID:8466903
• Reaxys:4224827
• Wikipedia:Neocarzinostatin

Ontology

ChEBI  ( EBI )

Resources

CTD