Name: Orfamide A
Rating: 4 (6 reviews)

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HIT ID:HIT218645543
Cas No:
Common Name:Orfamide A
IUPAC:4-{[21-(butan-2-yl)-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-24-yl]carbamoyl}-4-[2-(3-hydroxytetradecanamido)-4-methylpentanamido]butanoic acid
IUPAC:4-{[21-(butan-2-yl)-6,15-bis(hydroxymethyl)-25-methyl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-24-yl]carbamoyl}-4-[2-(3-hydroxytetradecanamido)-4-methylpentanamido]butanoic acid
InChIKey:AFOLBAYDTRBYBA-UHFFFAOYSA-N

Molecular Formula:C64H114N10O17
Molecular Weight:1295.669
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCCCCCCCCCCC(O)CC(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC1C(C)OC(=O)C(NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)C(NC1=O)C(C)CC)C(C)C
SMILES:CCCCCCCCCCCC(O)CC(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC1C(C)OC(=O)C(NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)C(NC1=O)C(C)CC)C(C)C

Orfamide A, a lipopeptide biosurfactant isolated from P. protegens, exhibits multifaceted bioactivity. With an LC₅₀ of 34.5 μg/ml, it significantly increases mortality in adult green peach aphids. Additionally, at a concentration of 50 μM, Orfamide A inhibits appressoria formation in M. oryzae isolates and decreases the prevalence of sporulating blast lesions in M. oryzae-infected plants. Furthermore, it demonstrates efficacy against T. b. brucei, with an IC₅₀ value of 6 µM.

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