3-Methoxytropolone
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Category | Antibiotics |
Catalog number | BBF-01153 |
CAS | 65425-62-9 |
Molecular Weight | 152.15 |
Molecular Formula | C8H8O3 |
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Description
It is produced by the strain of Streptoverticillium hadanoense subsp. tropolonium MK-104. It has weak activity against gram-positive bacteria and negative bacteria.
Specification
Synonyms | Antibiotic XK-100; XK-100; 3-methoxy-tropolone; 2-hydroxy-3-methoxy-2,4,6-cycloheptatrien-1-one |
IUPAC Name | 2-hydroxy-3-methoxycyclohepta-2,4,6-trien-1-one |
Canonical SMILES | COC1=C(C(=O)C=CC=C1)O |
InChI | InChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(9)8(7)10/h2-5H,1H3,(H,9,10) |
InChI Key | MSUIQNOEASGXHI-UHFFFAOYSA-N |
Properties
Appearance | Bright Yellow Flaky Crystal |
Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
Boiling Point | 341.5 °C at 760 mmHg |
Melting Point | 113-114 °C |
Density | 1.23 g/cm3 |
Solubility | Soluble in Methanol, Hydrochloric acid-Methanol, Potassium hydroxide-Methanol |
Reference Reading
1. Studies on lipoxygenase inhibitors. I. MY3-469 (3-methoxytropolone), a potent and selective inhibitor of 12-lipoxygenase, produced by Streptoverticillium hadanonense KY11449
S Kitamura, T Iida, K Shirahata, H Kase J Antibiot (Tokyo). 1986 Apr;39(4):589-93. doi: 10.7164/antibiotics.39.589.
Streptoverticillium hadanonense KY11449 was found to produce a 12-lipoxygenase inhibitor MY3-469. The compound was purified by chromatography on Diaion HP-10, charcoal, Sephadex LH-20 and crystallization. The chemical structure of MY3-469 was determined to be 3-methoxytropolone on the basis of its physico-chemical properties. The half maximal inhibitory concentration (IC50) of MY3-469 against bovine platelet 12-lipoxygenase was 1.8 X 10(-6)M. The compound did not inhibit bovine platelet cyclooxygenase at 10(-3)M and showed weak inhibition (IC50 2.8 X 10(-4)) against 5-lipoxygenase of rat basophilic leukemia cells. The results indicate that MY3-469 is a potent and selective inhibitor of 12-lipoxygenase.
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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 ╳