Tetrocarcin F

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Category Others
Catalog number BBF-03114
CAS 82612-05-3
Molecular Weight 1069.19
Molecular Formula C55H76N2O19

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Description

Tetrocarcin F 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 Tetrocarcin A, 4B-O-de(2,6-dideoxy-4-O-(2,3,6-trideoxy-alpha-L-erythro-hexopyranosyl)-alpha-L-ribo-hexopyranosyl)-
IUPAC Name [6-[[(7E,11Z,23E)-3-formyl-5,23-dihydroxy-9-[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-(5-hydroxy-6-methyloxan-2-yl)oxy-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)OC8CCC(C(O8)C)O)C
InChI InChI=1S/C55H76N2O19/c1-25-12-16-39(73-43-23-53(9,57(66)67)48(31(7)71-43)56-52(65)68-11)26(2)19-36-38(61)20-33(24-58)22-55(36)50(63)44(51(64)76-55)49(62)54(10)35(25)14-13-34-45(54)27(3)18-28(4)46(34)75-42-21-40(47(30(6)70-42)72-32(8)59)74-41-17-15-37(60)29(5)69-41/h12-14,19-20,24,27-31,34-43,45-48,60-62H,15-18,21-23H2,1-11H3,(H,56,65)/b25-12-,26-19+,49-44+
InChI Key VNMRZYMWGLJOHX-LWQWTTDPSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 1068°C at 760 mmHg
Melting Point 201-204°C
Density 1.34 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.

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Bio Calculators

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* 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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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