Melleolide K
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| Category | Others |
| Catalog number | BBF-01913 |
| CAS | |
| Molecular Weight | 434.91 |
| Molecular Formula | C23H27ClO6 |
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Description
Melleolide K is a sesquiterpene aromatic acid esters produced by Armillariella mellea (Vahl. Ex Fr.). It has activity against gram-positive bacteria such as Staphylococcus aureus and Bacillus subtilis.
Specification
| Storage | Store at -20°C |
| IUPAC Name | [(2R,2aS,4aS,7aS,7bR)-3-formyl-2a-hydroxy-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-yl] 3-chloro-4,6-dihydroxy-2-methylbenzoate |
| Canonical SMILES | CC1=C(C(=CC(=C1Cl)O)O)C(=O)OC2CC3(C2(C(=CC4C3CC(C4)(C)C)C=O)O)C |
| InChI | InChI=1S/C23H27ClO6/c1-11-18(15(26)6-16(27)19(11)24)20(28)30-17-9-22(4)14-8-21(2,3)7-12(14)5-13(10-25)23(17,22)29/h5-6,10,12,14,17,26-27,29H,7-9H2,1-4H3/t12-,14+,17-,22-,23+/m1/s1 |
| InChI Key | UHFQTECWVLYLBG-PPUVGZBRSA-N |
Properties
| Appearance | Colorless Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 596.3±50.0°C at 760 mmHg |
| Melting Point | 71-74°C |
| Density | 1.4±0.1 g/cm3 |
Reference Reading
1. Melleolides K, L and M, new melleolides from Armillariella mellea
I Momose, R Sekizawa, N Hosokawa, H Iinuma, S Matsui, H Nakamura, H Naganawa, M Hamada, T Takeuchi J Antibiot (Tokyo). 2000 Feb;53(2):137-43. doi: 10.7164/antibiotics.53.137.
Three new sesquiterpenoid aromatic esters designated melleolides K (1), L (2) and M (3) were isolated from the cultured mycelia of Armillariella mellea (Vahl. ex Fr.) Karst. Structures of these compounds were determined on the basis of various NMR spectral data, chemical transformations and X-ray analysis. Compounds 1, 2 and 3 showed antimicrobial activities.
2. Anti-aging and anti-microbial effects of melleolide on various types of yeast
Shigeru Nakaya, Hajime Kobori, Atsushi Sekiya, Hirokazu Kawagishi, Takashi Ushimaru Biosci Biotechnol Biochem. 2014;78(3):455-7. doi: 10.1080/09168451.2014.885826. Epub 2014 May 15.
The chronological lifespan (CLS) of the budding yeast Saccharomyces cerevisiae is a model for the aging of post-mitotic cells in higher eukaryotes. In this study, we found that the sesquiterpene aryl ester melleolide expands the CLS of budding yeast. In contrast, melleolide compromised the CLS of the fission yeast Schizosaccharomyces pombe. This indicates that melleolide might have a potential anti-aging activity against some types of cell, and that it might be useful as a selective anti-fungal drug.
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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 ╳
