Introduction：Basic information about CAS 59086-90-7|Ingenol 3,20-dibenzoate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Ingenol 3,20-dibenzoate |
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| CAS Number | 59086-90-7 | Molecular Weight | 556.64500 |
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| Density | 1.32 g/cm3 | Boiling Point | 697ºC at 760 mmHg |
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| Molecular Formula | C34H36O7 | Melting Point | / |
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| MSDS | / | Flash Point | 221.6ºC |
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Names
| Name | ingenol 3,20-dibenzoate |
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| Synonym | More Synonyms |
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Ingenol 3,20-dibenzoate BiologicalActivity
| Description | Ingenol 3,20-dibenzoate is a potent protein kinase C (PKC) isoform-selective agonist. Ingenol 3,20-dibenzoate induces selective translocation of nPKC-delta, -epsilon, and -theta and PKC-mu from the cytosolic fraction to the particulate fraction and induces morphologically typical apoptosis through de novo synthesis of macromolecules. Ingenol 3,20-dibenzoate increases the IFN-γ production and degranulation by NK cells, especially when NK cells are stimulated by NSCLC cells[1][2]. |
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| Related Catalog | Signaling Pathways >>Epigenetics >>PKCResearch Areas >>Inflammation/ImmunologySignaling Pathways >>TGF-beta/Smad >>PKC |
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| In Vitro | Ingenol 3,20-dibenzoate (0-10000 nM; 4 hours) enhanced NK cells (stimulated by A549 cells and H1299 cells) degranulation[2]. Ingenol 3,20-dibenzoate (0.001-10 μg/ml) dose dependently promoted UT-7/EPO cell proliferation with an EC50 of 0.27 μg/ml (485 nM)[3]. |
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| In Vivo | Ingenol 3,20-dibenzoate (20 μg/mouse; i.p.; on days 3, 7, and 11) lessens the anemia induced by 5-fluorouracil in an in vivo mouse model[3]. Animal Model: Male C57BL/6 mice (8–12 weeks old)[3] Dosage: 20 μg/mouse Administration: I.p.; On days 3, 7, and 11 Result: Severity of 5-FU–induced anemia was lessened by IDB treatment on days 12 and 20. |
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| References | [1]. Asada A, et al. Induction of thymocyte apoptosis by Ca2+-independent protein kinase C (nPKC) activation and its regulation by calcineurin activation. J Biol Chem. 1998;273(43):28392-28398. [2]. Gong C, et al. Enhancement of NK cell-mediated lysis of non-small lung cancer cells by nPKC activator, ingenol 3,20 dibenzoate. Mol Immunol. 2017;83:23-32. [3]. Oh JG, et al. Biphasic Effects of Ingenol 3,20-Dibenzoate on the Erythropoietin Receptor: Synergism at Low Doses and Antagonism at High Doses. Mol Pharmacol. 2015;88(2):392-400. |
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Chemical & Physical Properties
| Density | 1.32 g/cm3 |
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| Boiling Point | 697ºC at 760 mmHg |
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| Molecular Formula | C34H36O7 |
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| Molecular Weight | 556.64500 |
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| Flash Point | 221.6ºC |
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| Exact Mass | 556.24600 |
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| PSA | 110.13000 |
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| LogP | 4.54460 |
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| Index of Refraction | 1.639 |
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| InChIKey | GIMKEHNOTHXONN-HNIMUKOUSA-N |
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| SMILES | CC1=CC23C(=O)C(C=C(COC(=O)c4ccccc4)C(O)C2(O)C1OC(=O)c1ccccc1)C1C(CC3C)C1(C)C |
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Safety Information
| Hazard Codes | Xn: Harmful; |
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| Risk Phrases | R20/21/22 |
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| Safety Phrases | 26-36 |
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Synonyms
