Benzoxazomycin

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Category Antibiotics
Catalog number BBF-03123
CAS
Molecular Weight 636.77
Molecular Formula C36H48N2O8

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Description

Benzoxazomycin is an ansa antibiotic produced by Str. sp. MJ672-m3. It can inhibit the growth of tumor cells such as NCI-H522, NCI-H469, OVCAR-5, St-4 and BSY-1.

Specification

IUPAC Name [(4E,10E,12Z)-6,22-dihydroxy-16-methoxy-5,7-dimethyl-18-oxo-25-oxa-19-azatetracyclo[12.9.2.015,19.020,24]pentacosa-1(24),4,10,12,20,22-hexaen-8-yl] 2-(cyclohexanecarbonylamino)propanoate
Canonical SMILES CC1C(CC=CC=CC2C3C(CC(=O)N3C4=CC(=CC(=C4O2)CCC=C(C1O)C)O)OC)OC(=O)C(C)NC(=O)C5CCCCC5
InChI InChI=1S/C36H48N2O8/c1-21-12-11-15-25-18-26(39)19-27-34(25)45-29(32-30(44-4)20-31(40)38(27)32)17-10-6-9-16-28(22(2)33(21)41)46-36(43)23(3)37-35(42)24-13-7-5-8-14-24/h6,9-10,12,17-19,22-24,28-30,32-33,39,41H,5,7-8,11,13-16,20H2,1-4H3,(H,37,42)/b9-6+,17-10-,21-12+
InChI Key QOCVCLXEQORBEY-APUNVNHRSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 847.0±65.0°C at 760 mmHg
Density 1.3±0.1 g/cm3

Reference Reading

1. New triene-ansamycins, thiazinotrienomycins F and G and a diene-ansamycin, benzoxazomycin
N Hosokawa, H Naganawa, M Hamada, H Iinuma, T Takeuchi, K S Tsuchiya, M Hori J Antibiot (Tokyo). 2000 Sep;53(9):886-94. doi: 10.7164/antibiotics.53.886.
New triene-ansamycins designated thiazinotrienomycins F (TT-F) and G (TT-G) and a new diene-ansamycin, benzoxazomycin, were isolated from a culture broth of Streptomyces sp. MJ672-m3 and their structures were elucidated by spectroscopic analyses. The Mean Graphs of TT-G suggests that the tumor growth inhibitory activities are almost as strong as TT-B, in respect of GI50 and TGI against several human cancer cell lines.

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