Gambogic Acid

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Gambogic Acid

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Cat No: 14761

Biochemicals - Ion Channel Modulation

Gambogic acid (GA) is a xanthonoid that has been found in G. hanburyi resin and has anticancer activity.{49693,23527,23530} It binds covalently to the regulatory subunit B (SPTSSB) of the serine palmitoyltransferase complex (Ki = 1.5 µM; kinact = 0.05...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

2-methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2Z-butenoic acid

Correlated keywords:

18833-83-5 Garcinia anti cancer T 47 D antiapoptotic BH 3 Bc-xL Bcl2 BclW BclB Bfl1 Mcl1 MGC803 LRIG mTORC 1

Product Overview:
Gambogic acid (GA) is a xanthonoid that has been found in G. hanburyi resin and has anticancer activity.{49693,23527,23530} It binds covalently to the regulatory subunit B (SPTSSB) of the serine palmitoyltransferase complex (Ki = 1.5 µM; kinact = 0.05 min-1) and inhibits de novo sphingolipid biosynthesis.{49693} GA activates caspases in T47D breast cancer cells (EC50 = 0.78 µM) and inhibits binding of anti-apoptotic proteins to a BH3 peptide (IC50s = 1.47, 1.21, 2.02, 0.66, 1.06, and 0.79 μM for Bcl-xL, Bcl-2, Bcl-W, Bcl-B, Bfl-1, and Mcl-1, respectively), as well as decreases the expression of Bcl-2 and increases the expression of Bax in MGC-803 human gastric carcinoma cells.{23529,23528,23526} GA binds to the transferrin receptor (IC50 = 4.1 µM), reduces growth of a variety of cancer cell lines (GI50s = 0.115-1 µM), and induces apoptosis in T47D cells.{23527} It also inhibits growth of U87 glioma cells, as well as increases the levels of leucine-rich repeats and immunoglobulin-like domains protein 1 (LRIG1), decreases the levels of EGFR, and reduces Akt/mTORC1 signaling in these cells.{23530} GA inhibits the chymotrypsin activity of the 20S proteasome in a dose-dependent manner and is a slow inhibitor of inward-rectifying potassium channel 2.1 (Kir2.1; IC50 = <0.1 µM).{23531,23524}

Size	1 mg
Shipping	dry ice
CAS Number	2752-65-0
Molecular Formula	C₃₈H₄₄O₈
SMILES	C/C(C(O)=O)=C/C[C@@]1(OC(C)(C)[C@]2([H])C3)[C@@]2(OC4=C(C5=C6C=C[C@](CC/C=C(C)/C)(C)O5)C/C=C(C)/C)C(C(C4=C6O)=O)=C[C@@]3([H])C1=O
Molecular Weight	628,8
Formulation	A crystalline solid
Purity	≥95% (mixture of epimers)
Custom Code	2932.99
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.