Identification | Back 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 Properties | Back 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 Information | Back 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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