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Loganin - 10mM in DMSO, high purity , CAS No.18524-94-2
Antioxidant agent. Cytochrome P450 substrate.
Basic Description
| Synonyms | Loganin | 18524-94-2 | Loganoside | 7-Hydroxy-6-desoxyverbenalin | CHEBI:15771 | UNII-H7WJ16Q93C | H7WJ16Q93C | EINECS 242-398-0 | NSC 606403 | LOGANIN, (-)- | NSC-606403 | (1S,4aS,6S,7R,7aS)-Methyl 6-hydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetr |
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| Specifications & Purity | 10mM in DMSO |
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| Biochemical and Physiological Mechanisms | Antioxidant agent. Cytochrome P450 substrate. Shows potent free-radical-scavenging activity. Selective β-secretase inhibitor. COX-1 inhibitor. Shows neuroprotective effects against Aβ(25-35)-induced and hydrogen peroxide-induced cell death. |
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| Storage Temp | Store at -80°C |
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| Shipped In | Ice chest + Ice pads |
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Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate |
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| INCHI | InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1 |
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| InChi Key | AMBQHHVBBHTQBF-UOUCRYGSSA-N |
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| Canonical SMILES | CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O |
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| Isomeric SMILES | C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O |
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| WGK Germany | 3 |
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| PubChem CID | 87691 |
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| Molecular Weight | 390.38 |
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| Beilstein | 55724 |
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| Reaxy-Rn | 55724 |
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Chemical and Physical Properties
| Specific Rotation[α] | -84.0 to -87.0 deg(C=0.1, MeOH) |
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| Melt Point(°C) | 223.0-227.0℃ |
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Safety and Hazards(GHS)
| WGK Germany | 3 |
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| Reaxy-Rn | 55724 |
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| Merck Index | 5560 |
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Citations of This Product
| 1. Hao Xiaolong, Xie Chenhong, Ruan Qingyan, Zhang Xichen, Wu Chao, Han Bing, Qian Jun, Zhou Wei, Nützmann Hans-Wilhelm, Kai Guoyin. (2021) The transcription factor OpWRKY2 positively regulates the biosynthesis of the anticancer drug camptothecin in Ophiorrhiza pumila. Horticulture Research, 8 [PMID:33384421] [10.1038/s41438-020-00437-3] |
References
| 1. Hao Xiaolong, Xie Chenhong, Ruan Qingyan, Zhang Xichen, Wu Chao, Han Bing, Qian Jun, Zhou Wei, Nützmann Hans-Wilhelm, Kai Guoyin. (2021) The transcription factor OpWRKY2 positively regulates the biosynthesis of the anticancer drug camptothecin in Ophiorrhiza pumila. Horticulture Research, 8 [PMID:33384421] [10.1038/s41438-020-00437-3] |
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