Tetrocarcin E1

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Category Others
Catalog number BBF-03112
CAS 82925-71-1
Molecular Weight 955.05
Molecular Formula C49H66N2O17

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Description

Tetrocarcin E1 is a small component produced by Micromonospora chalcea KY 11091. It has gram-positive bacterial activity, moderate activity against Bacillus subtilis, and weaker activity against Staphylococcus.

Specification

Synonyms Tetronolide, 9-O-(4-O-Acetyl-2,6-Dideoxy-Alpha-L-Ribo-Hexopyranosyl)-17-O-(2,3,4,6-Tetradeoxy-4-((Methoxycarbonyl)Amino)-3-C-Methyl-3-Nitro-Beta-D-Xylo-Hexopyranosyl)-
IUPAC Name [(2S,3R,4R,6R)-6-[[(5S,6R,7E,9S,11Z,13S,16S,18S,20S,21R,22S,23E)-3-formyl-5,23-dihydroxy-9-[(2R,4S,5R,6R)-5-(methoxycarbonylamino)-4,6-dimethyl-4-nitrooxan-2-yl]oxy-8,12,18,20,22-pentamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-3,7,11,14,23-pentaen-17-yl]oxy]-4-hydroxy-2-methyloxan-3-yl] acetate
Canonical SMILES CC1CC(C(C2C1C3(C(C=C2)C(=CCC(C(=CC4C(C=C(CC45C(=O)C(=C3O)C(=O)O5)C=O)O)C)OC6CC(C(C(O6)C)NC(=O)OC)(C)[N+](=O)[O-])C)C)OC7CC(C(C(O7)C)OC(=O)C)O)C
InChI InChI=1S/C49H66N2O17/c1-22-11-14-35(66-37-20-47(8,51(60)61)42(27(6)64-37)50-46(59)62-10)23(2)16-32-33(54)17-29(21-52)19-49(32)44(57)38(45(58)68-49)43(56)48(9)31(22)13-12-30-39(48)24(3)15-25(4)40(30)67-36-18-34(55)41(26(5)63-36)65-28(7)53/h11-13,16-17,21,24-27,30-37,39-42,54-56H,14-15,18-20H2,1-10H3,(H,50,59)/b22-11-,23-16+,43-38+/t24-,25-,26-,27+,30-,31-,32+,33-,34+,35-,36-,37-,39+,40?,41-,42-,47-,48+,49?/m0/s1
InChI Key UPGCLGGUWMZOEW-ABRHKJBTSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 1031.9±65.0°C at 760 mmHg
Melting Point 207-210°C
Density 1.4±0.1 g/cm3

Reference Reading

1. Tetrocarcins E1, E2, F and F-1, new antibiotics. Fermentation, isolation and characterization
T Tamaoki, M Kasai, K Shirahata, F Tomita J Antibiot (Tokyo). 1982 Aug;35(8):979-84. doi: 10.7164/antibiotics.35.979.
New components of tetrocarcins (E1, E2, F and F-1) were found in the culture broth of Micromonospora chalcea KY 11091 that was known to produce tetrocarcins A, B and C. Tetrocarcin F-1 consisted of tetronolide and nitro sugar (tetronitrose). Tetrocarcins E1 and E2 consisted of F-1 and deoxy sugar (L-digitoxose). Tetrocarcin F consisted of F-1 and two deoxy sugars (their structures were not yet determined). They all showed antibacterial activities against Gram-positive bacteria and the specific activity decreased with decrease in the numbers of deoxy sugars attached to the aglycone.

Bio Calculators

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L

* 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
g/mol
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