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57449-30-6

57449-30-6 Structure

57449-30-6 Structure
IdentificationBack Directory
[Name]

CROTONYLOXYMETHYL-4,5,6-TRIHYDRO-OXYCYCLOHEX-2-ENONE
[CAS]

57449-30-6
[Synonyms]

CROTONYLOXYMETHYL-4,5,6-TRIHYDRO-OXYCYCLOHEX-2-ENONE
2-Butenoic acid, [(3R,4R,5R)-3,4,5-trihydroxy-6-oxo-1-cyclohexen-1-yl]methyl ester
[Molecular Formula]

C11H14O6
[MOL File]

57449-30-6.mol
[Molecular Weight]

242.23
Chemical PropertiesBack Directory
[Melting point ]

181°C
[Boiling point ]

345.05°C (rough estimate)
[density ]

1.3367 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble,Methanol: soluble,
[form ]

A solid
[Water Solubility ]

Water: soluble
Hazard InformationBack Directory
[Uses]

COTC is a bacterial metabolite with anticancer activity that is found in S. griseosporeus. COTC inhibits glyoxalase in the presence of glutathione (GSH). COTC also inhibits the proliferation of HeLa cells (IC50 = 18 μg/mL), as well as reduces tumor growth and improves survival in an Ehrlich murine spontaneous adenocarcinoma model[1].
[storage]

-20°C
[References]

[1] Takeuchi T, et al. A glyoxalase I inhibitor of a new structural type produced by Streptomyces. J Antibiot (Tokyo). 1975 Oct;28(10):737-42. DOI:10.7164/antibiotics.28.737
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