Thiazinotrienomycin F

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Category Antibiotics
Catalog number BBF-03121
CAS
Molecular Weight 677.85
Molecular Formula C37H47N3O7S

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Description

Thiazinotrienomycin F 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 [(6Z,8Z,10Z,16Z)-15,27-dihydroxy-5-methoxy-14,16-dimethyl-3-oxo-22-thia-2,24-diazatricyclo[18.6.1.021,25]heptacosa-1(27),6,8,10,16,20,23,25-octaen-13-yl] 2-(cyclohexene-1-carbonylamino)propanoate
Canonical SMILES CC1C(CC=CC=CC=CC(CC(=O)NC2=C(C(=C3C(=C2)N=CS3)CCC=C(C1O)C)O)OC)OC(=O)C(C)NC(=O)C4=CCCCC4
InChI InChI=1S/C37H47N3O7S/c1-23-14-13-18-28-34(43)29(21-30-35(28)48-22-38-30)40-32(41)20-27(46-4)17-11-6-5-7-12-19-31(24(2)33(23)42)47-37(45)25(3)39-36(44)26-15-9-8-10-16-26/h5-7,11-12,14-15,17,21-22,24-25,27,31,33,42-43H,8-10,13,16,18-20H2,1-4H3,(H,39,44)(H,40,41)/b6-5-,12-7-,17-11-,23-14-
InChI Key CQTQUHGHXIPZMS-WMMNAHDBSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 869.5±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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