12-Deoxyphorbol-13-isobutyrate-20-acetate
12-Deoxyphorbol-13-isobutyrate-20-acetate is a 12-deoxy-phorbol diterpene ester. 12-Deoxyphorbol-13-isobutyrate-20-acetate is a protein kinase C (PKC) agonist that activates protein kinase C to phosphorylate troponin I and troponin T. 12-Deoxyphorbol-13-isobutyrate-20-acetate induces skin irritation and necrosis in mice without cocarcinogenic activity. 12-Deoxyphorbol-13-isobutyrate-20-acetate inhibits Aspergillus carbonarius growth. 12-Deoxyphorbol-13-isobutyrate-20-acetate supports research on heart failure, cardiomyopathies and fungal infection.
For research use only. We do not sell to patients.
- CAS No.: 25090-71-5
- Formula: C26H36O7
- Molecular Weight:460.56
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
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PKC |
12-Deoxyphorbol-13-isobutyrate-20-acetate (1 μM) reduces contractile force in intact human trabeculae carneae via calcium-independent mechanisms, and its negative inotropy and lowered myofilament calcium sensitivity are partially reversed by caffeine[1].
12-Deoxyphorbol-13-isobutyrate-20-acetate (1 μM) decreases myofilament calcium sensitivity in skinned human trabeculae carneae (shifting [Ca²⁺]50% to 2.09 μM and reducing maximal force), while lowering contractile force and altering Hill coefficients in intact control and myopathic human trabeculae carneae with consistent [Ca²⁺]50% elevations[1].
12-Deoxyphorbol-13-isobutyrate-20-acetate (10-100 μM; 3 days) decreases Aspergillus carbonarius growth by 25%[3].
12-Deoxyphorbol-13-isobutyrate-20-acetate (0.001-100 μM; 72 h) reduces viability of both MCF7 breast cancer cells and MCF10A normal breast cells to a similar extent, with no selective cytotoxicity toward cancer cells[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:MCF7 breast cancer cells, MCF10A normal breast cells
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Concentration:0.001 μM, 1 μM, 10 μM, 100 μM
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Incubation Time:72 h
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Result:Reduced viability of MCF7 breast cancer cells and MCF10A normal breast cells to a similar extent, with no significant difference in cytotoxicity between the two cell lines at any tested concentration.
12-Deoxyphorbol-13-isobutyrate-20-acetate (0.2 μmoles per dose; topical; twice weekly; 24 weeks) exhibits no detectable cocarcinogenic tumor-promoting activity in NMRI mice initiated with 7,12-dimethylbenz[a]anthracene, resulting in 0% tumor rate and 0 tumor yield over 24 weeks, with 28% mortality[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:NMRI (female)[2]
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Dosage:0.2 μmoles per dose
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Administration:topical; twice weekly; 24 weeks
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Result:Resulted in 0% of mice developing tumors at 12 weeks and 24 weeks.
Achieved a tumor yield of 0 tumors per survivor at 12 weeks and 24 weeks.
Caused 28% mortality after 24 weeks.
Induced pronounced skin necrosis in the treated area after 2-3 applications.
Chemical Information
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CAS No. 25090-71-5
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Molecular Weight 460.56
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Formula C26H36O7
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SMILES
CC(C)C(O[C@@]12[C@@]([C@@]3([H])[C@]([C@@H](C2)C)([C@@]4([H])[C@](CC(COC(C)=O)=C3)(C(C(C)=C4)=O)O)O)([H])C1(C)C)=O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Gwathmey JK, et al. Effect of protein kinase C activation on sarcoplasmic reticulum function and apparent myofibrillar Ca2+ sensitivity in intact and skinned muscles from normal and diseased human myocardium. Circ Res. 1990;67(3):744-752. [Content Brief]
[2]. Hergenhahn M, et al. Diterpene esters from 'Euphorbium' and their irritant and cocarcinogenic activity. Experientia. 1974 Dec 15;30(12):1438-40. [Content Brief]
[3]. Ourhzif EM, et al. Antifungal and Cytotoxic Activity of Diterpenes and Bisnorsesquiterpenoides from the Latex of Euphorbia resinifera Berg. Molecules. 2022 Aug 16;27(16):5234. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
12-Deoxyphorbol-13-isobutyrate-20-acetate Related Classifications
HY-N18070 Related Classifications
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