beta-Indomycinone
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Category | Antibiotics |
Catalog number | BBF-01502 |
CAS | |
Molecular Weight | 404.41 |
Molecular Formula | C24H20O6 |
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Description
It is produced by the strain of Str. sp. B 8300. Beta-Indomycinone has weak activity of anti-gram positive and negative bacteria and candida albicans, it also has antioxidant activity.
Specification
IUPAC Name | 11-hydroxy-2-[(E)-2-hydroxyhex-4-en-2-yl]-5-methylnaphtho[2,3-h]chromene-4,7,12-trione |
Canonical SMILES | CC=CCC(C)(C1=CC(=O)C2=C(O1)C3=C(C=C2C)C(=O)C4=C(C3=O)C(=CC=C4)O)O |
InChI | InChI=1S/C24H20O6/c1-4-5-9-24(3,29)17-11-16(26)18-12(2)10-14-20(23(18)30-17)22(28)19-13(21(14)27)7-6-8-15(19)25/h4-8,10-11,25,29H,9H2,1-3H3/b5-4+ |
InChI Key | IVVXCIFNKDZFST-SNAWJCMRSA-N |
Properties
Appearance | Yellow Solid |
Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; yeast |
Melting Point | 178°C |
Reference Reading
1. Gamma-indomycinone, a new pluramycin metabolite from a deep-sea derived actinomycete
R W Schumacher, B S Davidson, D A Montenegro, V S Bernan J Nat Prod. 1995 Apr;58(4):613-7. doi: 10.1021/np50118a024.
A new member of the pluramycin class of antibiotics, gamma-indomycinone [1], has been isolated along with the known compounds rubiflavinone C-1 [2] and beta-indomycinone [3] from the culture broth of a Streptomyces sp. obtained from a deep-sea sediment core. Each compound is composed of an anthraquinone-gamma-pyrone nucleus, but bears a different side-chain. Compounds 2 and 3 were identified by comparison of their spectral data with published data, while gamma-indomycinone [1] was characterized using 1H-nmr and mass spectrometry.
2. Isolation of β-indomycinone guided by cytotoxicity tests from Streptomyces sp. IFM11607 and revision of its double bond geometry
Kentaro Tsukahara, Kazufumi Toume, Hanako Ito, Naoki Ishikawa, Masami Ishibashi Nat Prod Commun. 2014 Sep;9(9):1327-8.
The antibiotic β-indomycinone was isolated from Streptomyces sp. IFM11607 by cytotoxicity-guided fractionation against human gastric adenocarcinoma AGS cells, and the geometry of its δ17,18-double bond was revised from E to Z based on the coupling constant.
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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 ╳