Methyl gyrophorate
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| Category | Others |
| Catalog number | BBF-05065 |
| CAS | 22474-42-6 |
| Molecular Weight | 482.44 |
| Molecular Formula | C25H22O10 |
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Specification
| Synonyms | β-Resorcylic acid, 6-methyl-, methyl ester, 4-(6-methyl-β-resorcylate) 4-(6-methyl-β-resorcylate) (8CI); 3-Hydroxy-4-(methoxycarbonyl)-5-methylphenyl 4-[(2,4-dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methylbenzoate; Pseudocyphellarin; Benzoic acid, 4-[(2,4-dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methyl-, 3-hydroxy-4-(methoxycarbonyl)-5-methylphenyl ester |
| IUPAC Name | [3-hydroxy-4-(3-hydroxy-4-methoxycarbonyl-5-methylphenoxy)carbonyl-5-methylphenyl] 2,4-dihydroxy-6-methylbenzoate |
| Canonical SMILES | CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)OC3=CC(=C(C(=C3)C)C(=O)OC)O)O)O)O |
| InChI | InChI=1S/C25H22O10/c1-11-5-14(26)8-17(27)21(11)24(31)34-16-7-13(3)22(19(29)10-16)25(32)35-15-6-12(2)20(18(28)9-15)23(30)33-4/h5-10,26-29H,1-4H3 |
| InChI Key | OFJNYUNWWLLTKC-UHFFFAOYSA-N |
Properties
| Boiling Point | 657.6±55.0°C (Predicted) |
| Density | 1.432±0.06 g/cm3 (Predicted) |
Reference Reading
1. Chemical profile and biological activities of Peltigera horizontalis (Hudson) Baumg. thallus and apothecia extracts
Gordana Stojanović, Ivana Zrnzević, Ivana Zlatanović, Miroslava Stanković, Vesna Stankov Jovanović, Violeta Mitić, Aleksandra Đorđević Nat Prod Res. 2020 Feb;34(4):549-552. doi: 10.1080/14786419.2018.1489386. Epub 2018 Nov 16.
The aim of this study was to determine, for the first time, the chemical composition of Peltigera horizontalis thallus and apothecia extracts (ether, ethyl acetate, dichloromethane and acetone) by HPLC-UV and GC-MS, and evaluate activity of genotoxic, anticholinesterase, antioxidant and antibacterial potential of acetone extracts. Major constituents of thallus extracts were gyrophoric acid, and methyl gyrophorate while dominant component of apothecia extracts was tenuiorin. The predominant volatile compounds in extracts were methyl orsellinate, dodecyl acrylate, orcinol and orcinol monomethyl ether. The thallus acetone extract at concentration of 2.0 µg mL-1 gave the greatest decrease in the micronuclei frequency (22.4%) of all tested extracts. Apothecia extract showed stronger antioxidant activity as compared to thallus extract. Tested extracts at concentration of 10 mg mL-1 exhibited inhibitory effect (16.5% for thallus and 12.8% for apothecia) on pooled human serum cholinesterase. P. horizontalis acetone extracts had no activity against the tested five bacteria strains.
2. Long-term impacts of simulated climatic change on secondary metabolism, thallus structure and nitrogen fixation activity in two cyanolichens from the Arctic
Jarle W Bjerke, Matthias Zielke, Bjørn Solheim New Phytol. 2003 Aug;159(2):361-367. doi: 10.1046/j.1469-8137.2003.00812.x.
· Although the most pronounced effects of stratospheric ozone depletion and climate warming probably will occur in polar regions, arctic lichens have not been much studied in relation to climate change. · Samples of two arctic cyanolichens of the genus Peltigera, exposed in situ to ambient and enhanced UV-B radiation and ambient and increased temperatures, were collected in 2001, 5 yr after the establishment of the experimental set-up. Thallus dimensions and size, coverage of soralia, nitrogen fixation activity and levels of UV-C-absorbing substances were measured. · Warming had pronounced positive effects on the tridepsides methyl gyrophorate and gyrophoric acid, and unidentified trace substances. However, the combination of enhanced UV-B and increased temperatures did not lead to higher than control levels. Warming reduced coverage of soralia. There were no significant treatment effects on thallus size, dimensions and nitrogen fixation activity. · UV-B radiation did not to have any adverse effects. The accumulation of tridepsides with warming may be related to increased activity of pathogenic microorganisms or insect herbivores.
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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 ╳
