Introduction：Basic information about CAS 548-89-0|Gyrophoric acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Gyrophoric acid |
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| CAS Number | 548-89-0 | Molecular Weight | 468.410 |
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| Density | 1.5±0.1 g/cm3 | Boiling Point | 693.9±55.0 °C at 760 mmHg |
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| Molecular Formula | C24H20O10 | Melting Point | / |
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| MSDS | / | Flash Point | 238.5±25.0 °C |
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Names
| Name | 4-[4-(2,4-dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoic acid |
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| Synonym | More Synonyms |
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Gyrophoric acid BiologicalActivity
| Description | Gyrophoric acid is a good ultraviolet filter in lichen populations. Gyrophoric acid shows DPPH radical scavenging activity with an IC50 value of 105.75 µg/ml[1][2]. |
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| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
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| In Vitro | Gyrophoric acid (200 μM) leads to significant decrease of mitochondrial membrane potential in ovarian cancer cells A2780 after 24 h long exposure but not in HT-29 colon adenocarcinoma cells. Gyrophoric acid significantly inhibits cell growth and affects the expression of Bcl-2, Bax and Hsp70 proteins but only on higher concentration in A375 melanoma cancer cells. Gyrophoric acid treatment on HeLa cells clearly indicates ROS production and apoptosis as form of occurred cell death. Moreover, DNA damage and changing activity of stress/survival proteins as p38MAPK, Erk1/2 and Akt mediated by Gyrophoric acid treatment confirm pro-apoptotic potential[2]. |
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| References | [1]. Kosanic M, et al. Biological activities and chemical composition of lichens from Serbia. EXCLI J. 2014;13:1226-1238. Published 2014 Nov 18. [2]. Goga M, et al. Oxidative stress mediated by gyrophoric acid from the lichen Umbilicaria hirsuta affected apoptosis and stress/survival pathways in HeLa cells. BMC Complement Altern Med. 2019;19(1):221. Published 2019 Aug 19. |
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Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
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| Boiling Point | 693.9±55.0 °C at 760 mmHg |
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| Molecular Formula | C24H20O10 |
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| Molecular Weight | 468.410 |
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| Flash Point | 238.5±25.0 °C |
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| Exact Mass | 468.105652 |
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| PSA | 170.82000 |
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| LogP | 6.62 |
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| Vapour Pressure | 0.0±2.3 mmHg at 25°C |
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| Index of Refraction | 1.686 |
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| InChIKey | ATQPZSQVWCPVGV-UHFFFAOYSA-N |
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| SMILES | Cc1cc(OC(=O)c2c(C)cc(OC(=O)c3c(C)cc(O)cc3O)cc2O)cc(O)c1C(=O)O |
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Safety Information
Synonyms
| Benzoic acid, 4-[(2,4-dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methyl-, 4-carboxy-3-hydroxy-5-methylphenyl ester |
| 4-({4-[(2,4-Dihydroxy-6-methylbenzoyl)oxy]-2-hydroxy-6-methylbenzoyl}oxy)-2-hydroxy-6-methylbenzoic acid |
| Gyrophoric acid |
| Gyrophorsaeure |
| p-Triorsellinsaeure |
