59086-90-7
Chemical Structure
Ingenol 3,20-dibenzoate
- CAS No.: 59086-90-7
- Formula:C34H36O7
- Molecular Weight:556.65
IUPAC Name: ((1aR,2R,5R,5aS,6S,8aS,9R,10aR)-6-(benzoyloxy)-5,5a-dihydroxy-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-4-yl)methyl benzoate
InChIKey: GIMKEHNOTHXONN-OVFKRQAJSA-N
SMILES: O[C@]([C@H]1OC(C2=CC=CC=C2)=O)([C@@H](C(COC(C3=CC=CC=C3)=O)=C4)O)[C@]([C@@H]5C)(C=C1C)C([C@H]4[C@@](C(C)6C)([H])[C@@]6([H])C5)=O
Biological Activity: 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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Ingenol 3,20-dibenzoate | 99.16% | 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. | ||||||||||||||||||||
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Similarity Score 0.80
HY-N13191Ingenol 3-monobenzoate -
Similarity Score 0.75
HY-N110275-O-Benzoyl-20-deoxyingenol -
Similarity Score 0.73
HY-125120Kansuiphorin C -
Similarity Score 0.64
HY-N086820-O-Acetylingenol-3-angelate -
Similarity Score 0.60
HY-N71683-O-(2'E ,4'E-Decadienoyl)-20-O-acetylingenol -
Similarity Score 0.60
HY-N7168A3-O-(2'E ,4'Z-Decadienoyl)-20-O-acetylingenol -
Similarity Score 0.60
HY-B0719RIngenol Mebutate (Standard) -
Similarity Score 0.59
HY-111533Ingenol 3-Hexanoate -
Similarity Score 0.57
HY-N5001Euphorbia Factor L2 -
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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. [Content Brief]
- [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. [Content Brief]
