neocarzinostatin chromophore (CHEBI:29655)

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CHEBI:29655 - neocarzinostatin chromophore

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ChEBI ID	CHEBI:29655
ChEBI Name	neocarzinostatin chromophore
Stars
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)-α-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.
Secondary ChEBI ID	CHEBI:41563
Last Modified	22 February 2017
Downloads	Molfile

Formula	C35H33NO12
Net Charge	0
Average Mass	659.644
Monoisotopic Mass	659.20028
SMILES	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
InChI	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
InChIKey	QZGIWPZCWHMVQL-UIYAJPBUSA-N

Wikipedia

Roles Classification

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	neocarzinostatin chromophore (CHEBI:29655) has role antineoplastic agent (CHEBI:35610)
	neocarzinostatin chromophore (CHEBI:29655) is a D-galactosaminide (CHEBI:20954)
	neocarzinostatin chromophore (CHEBI:29655) is a cyclopentacyclononaoxirene (CHEBI:46830)
	neocarzinostatin chromophore (CHEBI:29655) is a dioxolane (CHEBI:39430)
	neocarzinostatin chromophore (CHEBI:29655) is a monosaccharide derivative (CHEBI:63367)
	neocarzinostatin chromophore (CHEBI:29655) is a naphthoate ester (CHEBI:46831)

IUPAC Name
(1aS,5R,6R,6aE,9aR)-6-{[2,6-dideoxy-2-(methylamino)-α-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

Synonyms	Source
Neocarzinostatin chromophore	KEGG COMPOUND
Ncs-chrom	ChemIDplus

Manual Xrefs	Databases
C12049	KEGG COMPOUND
CHR	PDBeChem
Neocarzinostatin	Wikipedia
4108	DrugCentral

Registry Numbers	Sources
Reaxys:4224827	Reaxys
CAS:81604-85-5	KEGG COMPOUND
CAS:81604-85-5	ChemIDplus

Citations