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ChemicalBook--->CAS DataBase List--->269741-97-1

269741-97-1

269741-97-1 Structure

269741-97-1 Structure
IdentificationBack Directory
[Name]

8H,10H-7a,12a-(Iminomethano)indolizino[6,7-h]pyrano[3,2-a]carbazole-8,16-dione, 3,11,12,13,13a,14-hexahydro-3,3,14,14-tetramethyl-, 15-oxide, (7aS,12aS,13aS)-
[CAS]

269741-97-1
[Synonyms]

Avrainvillamide
8H,10H-7a,12a-(Iminomethano)indolizino[6,7-h]pyrano[3,2-a]carbazole-8,16-dione, 3,11,12,13,13a,14-hexahydro-3,3,14,14-tetramethyl-, 15-oxide, (7aS,12aS,13aS)-
[Molecular Formula]

C26H27N3O4
[MDL Number]

MFCD30475728
[MOL File]

269741-97-1.mol
[Molecular Weight]

445.51
Chemical PropertiesBack Directory
[density ]

1.42±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble; Methanol: soluble
[form ]

A solid
[pka]

11.03±0.60(Predicted)
[color ]

White to off-white
Hazard InformationBack Directory
[Biological Activity]

Avrainvillamide is a fungal metabolite and monomeric form of stephacidin B that has been found in A. ochraceus.1,2 It is active against S. aureus, S. pyogenes, and E. faecalis (MICs = 12.5, 12.5, and 25 μg/ml, respectively).2 Avrainvillamide inhibits the growth of LNCaP, BT-549, T47D, and MALME-3M cancer cells with GI50 values of 0.24, 0.62, 0.21, and 0.41 μM, respectively.1
[References]

1.Wulff, J.E., Herzon, S.B., Siegrist, R., et al.Evidence for the rapid conversion of stephacidin B into the electrophilic monomer avrainvillamide in cell cultureJ. Am. Chem. Soc.129(16)4898-4899(2007) 2.Sugie, Y., Hirai, H., Inagaki, T., et al.A new antibiotic CJ-17,665 from Aspergillus ochraceusJ. Antibiot.54(11)911-916(2001)
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