Cuevaene B
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| Category | Bioactive by-products |
| Catalog number | BBF-01090 |
| CAS | 274684-11-6 |
| Molecular Weight | 388.41 |
| Molecular Formula | C21H24O7 |
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Description
It is produced by the strain of Streptomyces sp. HKI 0180. It has a moderate level of activity against gram-positive bacteria, Its MIC against Staphylococcus aureus and Bacillus subtilis is greater than 50 μg/mL.
Specification
| IUPAC Name | (2E,4Z,6E)-7-[2-hydroxy-3-(2,4,5-trihydroxyphenyl)cyclohex-2-en-1-yl]-4-methoxy-6-methylhepta-2,4,6-trienoic acid |
| Canonical SMILES | CC(=CC1CCCC(=C1O)C2=CC(=C(C=C2O)O)O)C=C(C=CC(=O)O)OC |
| InChI | InChI=1S/C21H24O7/c1-12(9-14(28-2)6-7-20(25)26)8-13-4-3-5-15(21(13)27)16-10-18(23)19(24)11-17(16)22/h6-11,13,22-24,27H,3-5H2,1-2H3,(H,25,26)/b7-6+,12-8+,14-9- |
| InChI Key | WKLFGCOQAHCWHB-PINZUCEXSA-N |
Properties
| Appearance | Waxy Matter |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Solubility | Soluble in Methanol |
Reference Reading
1. Cuevaenes C-E: Three new triene carboxylic derivatives from Streptomyces sp. LZ35ΔgdmAI
Jing-Jing Deng, Chun-Hua Lu, Yao-Yao Li, Shan-Ren Li, Yue-Mao Shen Beilstein J Org Chem. 2014 Apr 15;10:858-862. doi: 10.3762/bjoc.10.82. eCollection 2014.
Two pairs of geometrical isomers - cuevaenes A (1) and C (3) as well as cuevaenes D (4) and E (5) - and cuevaene B (2) were isolated from gdmAI-disrupted Streptomyces sp. LZ35. The constitution of cuevaene C (3) was found to be identical to cuevaene A (1) by means of NMR spectroscopy and high resolution mass spectrometry. However, the relative configurations of the triene side chain moieties were determined to be different. It was established on the basis of spectroscopic data that cuevaenes D (4) and E (5) are amides and geometrical isomers. Cuevaenes A-C (1-3) displayed moderate activity against Gram-positive bacteria (e.g., Bacillus subtilis strain ATCC 11060) and modest activity against fungi (e.g., Fusarium verticillioides strain S68 and Rhizoctonia solani strain GXE4). However, cuevaenes D (4) and E (5) showed no inhibitory activity against any of the tested microbes.
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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 ╳
