59086-90-7

59086-90-7 structure

Name: Ingenol 3,20-dibenzoate
Chemical Name: ingenol 3,20-dibenzoate
CAS Number: 59086-90-7
Molecular Formula: C₃₄H₃₆O₇
Molecular Weight: 556.64500
Catalog: Signaling Pathways Epigenetics PKC
Create Date: 2018-03-24 08:00:00
Modify Date: 2024-01-06 08:58:15
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].

Name	ingenol 3,20-dibenzoate
Synonyms	ingenoldibenzoate

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].
Related Catalog	Signaling Pathways >> Epigenetics >> PKC Research Areas >> Inflammation/Immunology Signaling Pathways >> TGF-beta/Smad >> PKC
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].
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.
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.

Density	1.32 g/cm3
Boiling Point	697ºC at 760 mmHg
Molecular Formula	C₃₄H₃₆O₇
Molecular Weight	556.64500
Flash Point	221.6ºC
Exact Mass	556.24600
PSA	110.13000
LogP	4.54460
Index of Refraction	1.639

Hazard Codes	Xn: Harmful;
Risk Phrases	R20/21/22
Safety Phrases	26-36

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