TAN 420E
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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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Description
Antibiotic TAN 420E is a hydroquinone analogue of herbimycin A with antibacterial, antifungal and antiprotozoan activity.
Specification
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 |
Properties
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 |
Reference Reading
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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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳