Benzastatin B

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Category Others
Catalog number BBF-00288
CAS
Molecular Weight 286.41
Molecular Formula C18H26N2O

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Description

Benzastatin B is produced by the strain of Streptomyces nitrosporeas 30643. All the components can inhibit the lipid peroxidation activity of rat liver microsomes.

Specification

IUPAC Name 4-amino-3-[(2E)-3,6,7-trimethylocta-2,6-dienyl]benzamide
Canonical SMILES CC(=C(C)CCC(=CCC1=C(C=CC(=C1)C(=O)N)N)C)C
InChI InChI=1S/C18H26N2O/c1-12(2)14(4)7-5-13(3)6-8-15-11-16(18(20)21)9-10-17(15)19/h6,9-11H,5,7-8,19H2,1-4H3,(H2,20,21)/b13-6+
InChI Key AMVJJFBYMZKZRU-AWNIVKPZSA-N

Properties

Appearance White Powder

Reference Reading

1. Benzastatins A, B, C, and D: new free radical scavengers from Streptomyces nitrosporeus 30643. II. Structural determination
W G Kim, J P Kim, I D Yoo J Antibiot (Tokyo). 1996 Jan;49(1):26-30. doi: 10.7164/antibiotics.49.26.
The structures of benzastatins A, B, C, and D, new free radical scavengers, were determined by spectroscopic studies. Benzastatins A and B incorporate the para-aminobenzamide unit which is rare in fungal metabolites. Benzastatins C and D are unique alkaloids related to virantmycin; they contain the tetrahydroquinoline unit in the molecules.
2. Benzastatins A, B, C, and D: new free radical scavengers from Streptomyces nitrosporeus 30643. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities
W G Kim, J P Kim, C J Kim, K H Lee, I D Yoo J Antibiot (Tokyo). 1996 Jan;49(1):20-5. doi: 10.7164/antibiotics.49.20.
In the course of screening for free radical scavengers, rare metabolites, benzastatins A and B having aminobenzamide skeleton and benzastatins C and D having tetrahydroquinoline skeleton, were isolated from the culture broth of streptomyces nitrosporeus 30643. They showed inhibitory activity against lipid peroxidation in rat liver microsomes. In the cell assay, benzastatins C and D inhibited glutamate toxicity in N18-RE-105 cells with EC50 values of 2.0 and 5.4 microM, respectively.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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