Ingenol 3,20-dibenzoate

Modify Date: 2024-01-06 08:58:15

Ingenol 3,20-dibenzoate Structure
Ingenol 3,20-dibenzoate structure
Common Name Ingenol 3,20-dibenzoate
CAS Number 59086-90-7 Molecular Weight 556.64500
Density 1.32 g/cm3 Boiling Point 697ºC at 760 mmHg
Molecular Formula C34H36O7 Melting Point N/A
MSDS N/A Flash Point 221.6ºC

 Use of Ingenol 3,20-dibenzoate


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].

 Names

Name ingenol 3,20-dibenzoate
Synonym More Synonyms

 Ingenol 3,20-dibenzoate Biological Activity

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
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.

 Chemical & Physical Properties

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

 Safety Information

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

 Synonyms

ingenoldibenzoate