GarcinolA potent p300 and PCAF histone acetyltransferase inhibitor

Garcinol (CAS 78824-30-3)

Garcinol | CAS 78824-30-3 is rated 5.0 out of 5 by 1.
  • y_2019, m_9, d_18, h_8
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200891, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 79ms
  • REVIEWS, PRODUCT
Synonym: Camboginol
Application: A potent p300 and PCAF histone acetyltransferase inhibitor
CAS Number: 78824-30-3
Purity: ≥95%
Molecular Weight: 602.80
Molecular Formula: C38H50O6
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

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) in vitro. P300, also known as E1A binding protein p300, regulates cell growth and division via interactions 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 and promotes apoptosis through caspase-3 activation. Additionally, this compound predominantly down-regulates 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 antiiinflammatory properties through selective suppression of prostaglandin E2 synthesis and 5-lipoxygenase product formation.


References

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

Physical State :
Solid
Solubility :
Soluble in ethanol (25 mg/ml), DMSO (25 mg/ml), and DMF (25 mg/ml). Insoluble in water.
Storage :
Store at -20° C
Melting Point :
72° C
Boiling Point :
~710.8° C at 760 mmHg (Predicted)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
n20D 1.56
IC50 :
histone acetyltransferases (HATs) p300: IC50 = 7 µM; PCAF: IC50 = 5 µM
Ki Data :
Histone acetyltransferase p300: Ki= 4900 nM
pK Values :
pKa: 4.5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
PubChem CID :
3531
MDL Number :
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

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Garcinol  Product Citations

See how others have used Garcinol. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

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

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

Citations 1 to 6 of 6 total

How long would you recommend storing the stock solution?

Asked by: chemicalsmg
Thank you for your question. We do not recommend storing the aqueous solution for more than one day. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-12
  • y_2019, m_9, d_19, h_8CST
  • bvseo_bulk, prod_bvqa, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_1
  • loc_en_US, sid_200891, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 64ms
  • QUESTIONS, PRODUCT
Rated 5 out of 5 by from Chen et al Chen et al. (PubMed ID 20229177) used garcinol to reduce the expression of nicotinic receptors in human breast cancer cells by blocking acetylation of the cyclin D1promoter. -SCBT Publication Review
Date published: 2015-06-06
  • y_2019, m_9, d_19, h_8
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200891, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 256ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.