Garcinol CAS: 78824-30-3
MF: C38H50O6
MW: 602.80

Garcinol (CAS 78824-30-3)

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Garcinol is rated 5.0 out of 5 by 1.
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Nomes alternativos: Garcinol is also known as Camboginol.
Aplicação Garcinol is a polyisoprenylated benzophenone derived p300 and PCAF histone acetyltransferase inhibitor.
Numero VAT: 78824-30-3
Privada: ≥95%
Peso Molecular: 602.80
Separar por Funcao: C38H50O6
Para uso em exclusivo em pesquisa. Não se destina a uso em diagnostico e tratamento.
* Refere-se a Certificado de Análise para data especifica de lotes (incluindo-se o conteúdo de agua).

Garcinol (camboginol) is a polyisoprenylated benzophenone derivative from the rind of Garcinia indica fruit and is a potent inhibitor of histone acetyltransferases p300 (IC50= ~7 µm) and PCAF (IC50= ~5 µm) both in vitro and in vivo. p300, also known as E1A binding protein p300, regulates cell growth and division through interacting with numerous transcription factors, and the p53 associated trancriptional coactivator PCAF (P300/CBP-associated factor) plays a direct role in transcriptional regulation. Reports show that Garcinol represses the p300-mediated acetylation of p53 in vivo, promotes apoptosis through caspase-3 activation and predominantly down-regulates the global gene expression in HeLa cells. Researchers found that Garcinol exhibits dose-dependent cancer cell-specific growth inhibition in ER-positive MCF-7 and ER-negative MDA-MB-231 breast cancer cells. Additional research shows that Garcinol exhibits anti-carcinogenic and anti-inflammatory properties through selectively suppressing Prostaglandin E2 synthesis and 5-lipoxygenase product formation. Garcinol is also known as Camboginol, and 3-(3,4-dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-1,7-bis(3-methyl-2-buten-1-yl)-5-[(2S)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-bicyclo[3.3.1]non-3-ene-2,9-dione.


Referencias

1. Matsumoto, Kenji., et al., 2003. Cytotoxic benzophenone derivatives from Garcinia species display a strong apoptosis-inducing effect against human leukemia cell lines. Biological & pharmaceutical bulletin. 26(4): 569-71. PMID: 12673047

2. Balasubramanyam, Karanam., et al., 2004. Polyisoprenylated benzophenone, garcinol, a natural histone acetyltransferase inhibitor, represses chromatin transcription and alters global gene expression. The Journal of biological chemistry. 279(32): 33716-26. PMID: 15155757

3. Mantelingu, K., et al., 2007. Specific inhibition of p300-HAT alters global gene expression and represses HIV replication. Chemistry & biology. 14(6): 645-57. PMID: 17584612

4. Koeberle, Andreas., et al., 2009. Identification of 5-lipoxygenase and microsomal prostaglandin E2 synthase-1 as functional targets of the anti-inflammatory and anti-carcinogenic garcinol. Biochemical pharmacology. 77(9): 1513-21. PMID: 19426689

5. Ahmad, Aamir., et al., 2010. Apoptosis-inducing effect of garcinol is mediated by NF-kappaB signaling in breast cancer cells. Journal of cellular biochemistry. 109(6): 1134-41. PMID: 20108249

6. Chen, Ching-Shyang., et al., 2011. Nicotine-induced human breast cancer cell proliferation attenuated by garcinol through down-regulation of the nicotinic receptor and cyclin D3 proteins. Breast cancer research and treatment. 125(1): 73-87. PMID: 20229177

Estado físico :
Solid
envie :
Soluble in ethanol (25 mg/ml), DMSO (25 mg/ml), and DMF (25 mg/ml). Insoluble in water.
Manutencao :
Store at -20° C
Ponto de fusão :
72° C
Ponto de fervura :
~710.8° C at 760 mmHg (Predicted)
Densidade :
~1.1 g/cm3 (Predicted)
Indice de produtos :
n20D 1.56
IC50 :
histone acetyltransferases (HATs) p300: IC50 = 7 µM; PCAF: IC50 = 5 µM
Data ki :
Histone acetyltransferase p300: Ki= 4900 nM
Valores de pK :
pKa: 4.5
Para uso em exclusivo em pesquisa. Não se destina a uso em diagnostico e tratamento.
WGK Alemanha :
2
PubChem CID :
Numero de FAX :
MFCD03700761
SMILES :
CC(=CCC1CC2(C(=O)C(=C(C3=CC(=C(C=C3)O)O)O)C(=O)C(C2=O)(C1(C)C)CC=C(C)C)CC(CC=C(C)C)C(=C)C)C

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Garcinol (CAS 78824-30-3)  Citacoes dos Produtos

Visualizar com outras pessoas usaram Garcinol (CAS 78824-30-3). Clique em PubMed para ver .

Citações 1 para 8 de 8 total

PMID: # 33809417  Chang, NC.|Yeh, CT.|Lin, YK.|Kuo, KT.|Fong, IH.|Kounis, NG.|Hu, P.|Hung, MY.| et al. 2021. Antioxidants (Basel). 10:

PMID: # 29174768  Ghosh, TK. et al. 2018. J. Mol. Cell. Cardiol. 114: 185-198.

PMID: # 29414668  Huang, WC.|Kuo, KT.|Adebayo, BO.|Wang, CH.|Chen, YJ.|Jin, K.|Tsai, TH.|Yeh, CT.| et al. 2018. J. Nutr. Biochem. 54: 140-150.

PMID: # 29740418  Simpson, S. et al. 2018. Front Microbiol. 9: 788.

PMID: # 25538147  Yao, XH. et al. 2014. Physiological reports. 2:

PMID: # 23644046  Du, T. et al. 2013. Experimental and molecular pathology. 95: 38-45.

PMID: # 33300026  Nucleic Acids Res.

PMID: # 30377593  Habibi, A.|Soleimani, M.|Atashi, A.|AkhavanRahnama, M.|Anbarlou, A.|Ajami, M.|Ajami, M.| et al. Avicenna J Phytomed. 8: 350-357.

Citações 1 para 8 de 8 total
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