TAN 420E

Name: TAN 420E
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Antibiotics
Catalog number	BBF-03876
CAS	91700-93-5
Molecular Weight	576.68
Molecular Formula	C30H44N2O9
Purity	>95% by HPLC

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4 R&D and scale-up labs

2 Preparative purification labs

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Antibiotic TAN 420E is a hydroquinone analogue of herbimycin A with antibacterial, antifungal and antiprotozoan activity.

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Synonyms	Dihydro-Herbimycin A; Dihydroherbimycin A
Storage	Store at -20°C
IUPAC Name	[(4E,6Z,8S,9S,10E,12S,13R,14S,16S,17R)-20,22-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18(22),19-hexaen-9-yl] carbamate
Canonical SMILES	CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=CC(=C2O)C1OC)O)C)OC)OC(=O)N)C)C)OC)OC
InChI	InChI=1S/C30H44N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28,33-34H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1
InChI Key	QANBQEQVJJKJTJ-BVXDHVRPSA-N

Appearance	Greenish Tan Lyophilisate
Antibiotic Activity Spectrum	fungi
Boiling Point	714.8±60.0°C at 760 mmHg
Density	1.21±0.1 g/cm3

1. Herbimycins D-F, ansamycin analogues from Streptomyces sp. RM-7-15

Sherif I Elshahawi, Gregory C Copley, Khaled A Shaaban, James C Hower, Andrew J Morris, Xiachang Wang, Larissa V Ponomareva, Jon S Thorson, Madan K Kharel, Manjula Sunkara J Nat Prod . 2013 Sep 27;76(9):1619-26. doi: 10.1021/np400308w.

Bacterial strains belonging to the class actinomycetes were isolated from the soil near a thermal vent of the Ruth Mullins coal fire (Appalachian Mountains of eastern Kentucky). High-resolution electrospray ionization mass spectrometry and ultraviolet absorption profiles of metabolites from one of the isolates (Streptomyces sp. RM-7-15) revealed the presence of a unique set of metabolites ultimately determined to be herbimycins D-F (1-3). In addition, herbimycin A (4), dihydroherbimycin A (TAN 420E) (7), and the structurally distinct antibiotic bicycylomycin were isolated from the crude extract of Streptomyces sp. RM-7-15. Herbimycins A and D-F (1-3) displayed comparable binding affinities to the Hsp90α. While the new analogues were found to be inactive in cancer cell cytotoxicity and antimicrobial assays, they may offer new insights in the context of nontoxic ansamycin-based Hsp90 inhibitors for the treatment of neurodegenerative disease.

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