Molecular structure of Ingenol, CAS Number: 30220-46-3
Ingenol (CAS 30220-46-3)
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Application:
Ingenol is a weak protein kinase C activator
CAS Number:
30220-46-3
Purity:
>98%
Molecular Weight:
348.40
Molecular Formula:
C20H28O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Ingenol is an extremely weak protein kinase C (PKC) activator. Has been found to induce apoptosis and act as an anticancer agent. Ingenol derivatives have received constant and multidisciplinary attention on account of their pleiotropic pattern of biological activity. This includes activation of protein kinase C (PKC), tumor-promotion, anticancer, and anti-HIV properties, and the possibility of dissecting co-cancerogenic and clinically useful activities has been demonstrated. Certain ingenol esters show powerful anticancer activity, and a structure-activity relationship model to discriminate between their apoptotic and non-apoptotic properties has been developed.
Ingenol (CAS 30220-46-3) References
- Dietary cancer risk from conditional cancerogens (tumor promoters) in produce of livestock fed on species of spurge (Euphorbiaceae). V. Skin irriitant and tumor-promoting diterpene ester toxins of the tigliane and ingenane type in the herbs Euphorbia nubica and Euphorbia helioscopia contaminating fodder of livestock. | Zayed, SM., et al. 2001. J Cancer Res Clin Oncol. 127: 40-7. PMID: 11206270
- Total synthesis of ingenol. | Kuwajima, I. and Tanino, K. 2005. Chem Rev. 105: 4661-70. PMID: 16351057
- Ingenane diterpenes from Euphorbia petiolata. | Shi, YP., et al. 1996. Planta Med. 62: 260-2. PMID: 17252444
- Specific binding to protein kinase C by ingenol and its induction of biological responses. | Hasler, CM., et al. 1992. Cancer Res. 52: 202-8. PMID: 1727380
- Ingenol Protects Human T Cells From HIV-1 Infection. | Hong, KJ., et al. 2011. Osong Public Health Res Perspect. 2: 109-14. PMID: 24159460
- C-H Oxidation of Ingenanes Enables Potent and Selective Protein Kinase C Isoform Activation. | Jin, Y., et al. 2015. Angew Chem Int Ed Engl. 54: 14044-8. PMID: 26418078
- Identification, structural modification, and dichotomous effects on human immunodeficiency virus type 1 (HIV-1) replication of ingenane esters from Euphorbia kansui. | Liu, Q., et al. 2018. Eur J Med Chem. 156: 618-627. PMID: 30031972
- Potent Anti-HIV Ingenane Diterpenoids from Euphorbia ebracteolata. | Huang, YS., et al. 2019. J Nat Prod. 82: 1587-1592. PMID: 31184480
- Comparison of content-toxicity-activity of six ingenane-type diterpenoids between Euphorbia kansui before and after stir-fried with vinegar by using UFLC-MS/MS, zebrafish embryos and HT-29 cells. | Zhou, SK., et al. 2021. J Pharm Biomed Anal. 195: 113828. PMID: 33349474
- Discovery of a novel megakaryopoiesis enhancer, ingenol, promoting thrombopoiesis through PI3K-Akt signaling independent of thrombopoietin. | Wang, L., et al. 2022. Pharmacol Res. 177: 106096. PMID: 35077844
- Induction of differentiation in human promyelocytic leukemia cells by tumor promoters. | Nakayasu, M., et al. 1982. J Cancer Res Clin Oncol. 103: 17-29. PMID: 6281283
- Preconditioning of isolated rabbit cardiomyocytes: effects of glycolytic blockade, phorbol esters, and ischaemia. | Armstrong, S. and Ganote, CE. 1994. Cardiovasc Res. 28: 1700-6. PMID: 7842465
- An expeditious procedure for the isolation of ingenol from the seeds of euphorbia lathyris. | Appendino, G., et al. 1999. J Nat Prod. 62: 76-9. PMID: 9917286
Inhibitor of:
MARCKSL1.Activator of:
A430084P05Rik, A430107O13Rik, HIV-1 p55, PKC delta, PKC epsilon, PSK2, and Skint3.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Ingenol, 1 mg | sc-202184 | 1 mg | $69.00 | |||
Ingenol, 5 mg | sc-202184A | 5 mg | $305.00 | |||
Ingenol, 10 mg | sc-202184B | 10 mg | $446.00 | |||
Ingenol, 25 mg | sc-202184C | 25 mg | $1120.00 |