Avrainvillamide

Avrainvillamide

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Avrainvillamide is a fungal metabolite and monomeric form of stephacidin B that has been found in A. ochraceus. It is active against S. aureus, S. pyogenes, and E. faecalis (MICs = 12.5, 12.5, and 25 µg/ml, respectively). 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.

Avrainvillamide
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Catalog Number BBF-04672
CAS 269741-97-1
Description Avrainvillamide is a fungal metabolite and monomeric form of stephacidin B that has been found in A. ochraceus. It is active against S. aureus, S. pyogenes, and E. faecalis (MICs = 12.5, 12.5, and 25 µg/ml, respectively). 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.
Molecular Formula C26H27N3O4
Molecular Weight 445.52
Antibiotic Activity Spectrum Gram-positive bacteria
Synonyms CJ-17,665; CJ17,665; CJ 17,665; 3,11,12,13,13aS,14-hexahydro-3,3,14,14-tetramethyl-8H,10H-7aS,12aS-(iminomethano)indolizino[6,7-h]pyrano[3,2-a]carbazole-8,16-dione 15-oxide
IUPAC Name 9,9,16,16-tetramethyl-14-oxido-8-oxa-23,25-diaza-14-azoniaheptacyclo[17.5.2.01,17.03,15.04,13.07,12.019,23]hexacosa-2,4(13),5,7(12),10,14-hexaene-24,26-dione
Canonical SMILES CC1(C=CC2=C(O1)C=CC3=C2[N+](=C4C3=CC56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)[O-])C
InChI InChI=1S/C26H27N3O4/c1-23(2)10-8-15-17(33-23)7-6-14-16-12-26-18(24(3,4)20(16)29(32)19(14)15)13-25(21(30)27-26)9-5-11-28(25)22(26)31/h6-8,10,12,18H,5,9,11,13H2,1-4H3,(H,27,30)
InChI Key ALXLLOQTGLPCFG-UHFFFAOYSA-N
Purity >95% by HPLC
Solubility Soluble in methanol, DMSO
Appearance Solid
Storage Store at -20°C

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