Neocarzinostatin

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Neocarzinostatin
Systematic (IUPAC) name
((1aS,5R,6R,6aE)-6-{[(2R,3R,4R,5R,6R)-4,5-Dihydroxy-6-methyl-3-(methylamino)tetrahydro-2H-pyran-2-yl]oxy}-1a-(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
Identifiers
CAS number	9014-02-2
ATC code	?
PubChem	?
Chemical data
Formula	C₃₅H₃₃N O₁₂
Mol. mass	659.64 g/mol
SMILES	eMolecules & PubChem
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	Renal
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Neocarzinostatin is a macromolecular chromoprotein antibiotic with anti-tumoral activity secreted by Streptomyces macromomyceticus.

It consists of two parts, a labile chromophore (bicyclic dienediyne structure shown at right) and a 113 amino acid apoprotein to which the chromophore is is tightly and non-covalently bound with high affinity (K_d ~ 10^-10 M). The chromophore is a very potent DNA-damaging agent; it is very labile and the role of the apoprotein is to protect it and release it to the target DNA. Other members of the neocarzinostatin group of antibiotics are macromomycin, actinoxanthin, kedarcidin and maduropeptin.