2752-65-0
Gambogic acid
CAS: 2752-65-0
Molecular Formula: C38H44O8
2752-65-0 - Names and Identifiers
2752-65-0 - Physico-chemical Properties
| Molecular Formula | C38H44O8 |
| Molar Mass | 628.75 |
| Density | 1.1057 (rough estimate) |
| Melting Point | 88.5°C |
| Boling Point | 586.06°C (rough estimate) |
| Specific Rotation(α) | D20 -685° (methanol) |
| Flash Point | 251.4°C |
| Solubility | Soluble in ethanol, methanol, DMSO, insoluble in water, petroleum ether and other solvents. |
| Vapor Presure | 1.21E-27mmHg at 25°C |
| Appearance | Orange crystal |
| Color | yellow to orange |
| pKa | 4.58±0.36(Predicted) |
| Storage Condition | -20°C |
| Stability | Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| Refractive Index | 1.5290 (estimate) |
| MDL | MFCD16878985 |
| Physical and Chemical Properties | Yellow crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from gamboge resin. |
| In vitro study | Gambogic Acid is a caged xanthone, derived from Garcinia cambogia, which produces a strong apoptosis-inducing effect in many types of cancer cells by inhibiting human Bcl-2 family proteins and activating caspases. Gambogic Acid also blocks the Kir2.1 channel with EC50 ≤ 100 nM. Gambogic Acid significantly inhibited human umbilical vein endothelial cell (HUVEC) proliferation, migration, invasion, angiogenesis, and microvascular growth at nM concentrations. |
| In vivo study | Gambogic Acid can effectively inhibit tumor angiogenesis, and inhibit tumor growth, low side effects, for rhythm chemotherapy. Gambogic Acid has multiple functional effects, including induction of apoptosis, inhibition of proliferation, prevention of cancer metastasis and tumor angiogenesis. In animal tumor models and clinical trials, Gambogic Acid effectively inhibits tumor growth with minimal side effects and low toxicity to the immune and hematopoietic systems. Gambogic Acid is able to produce tissue-specific protease inhibition and tumor-specific toxicity. LD50: Mice 45 mg/kg (I. P.). |
2752-65-0 - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R25 - Toxic if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 6.1 / PGIII |
| WGK Germany | 1 |
| RTECS | PB9268200 |
| HS Code | 29189900 |
| Toxicity | LD50 unreported in mammal (species unspecified): 55mg/kg |
2752-65-0 - Reference
| Reference Show more | 1. Zheng Yu, Li Xiaofang, Wu Chaoqun, et al. Formulation optimization and quality evaluation of docetaxel and gambogic acid albumin nanoparticles [J]. Chinese Journal of Experimental prescriptions, 2019, 025(016):104-110. 2. Xia Guanggai et al. [IF = 5.646]. "Gambogic acid sensitizes pemitabine effective in incremental cancer by reducing the expression of ribonucleotide reduction subunit-M2 (RRM2)." J Exp Clin Canc Res. Dec 2017; 36(1):1-14 3. [IF = 3.439] Wang Hongcheng et al."Gambogic acid induces autophagy and combines synergistically with chloroquine to suppress pancreatic cancer by increasing the accumulation of reactive oxygen species."Cancer Cell Int. 2019 Dec;19(1):1-15 4. [IF=1.902] Zhifen Zheng et al."UHPLC-MS method for determination of gambogic acid and application to bioavailability, pharmacokinetics, excretion and tissue distribution in rats."Biomed Chromatogr. 2015 Oct;29(10):1581-1588 5. [IF=3.943] Xin Tang et al."Gambogic acid alleviates inflammation and apoptosis and protects the blood-milk barrier in mastitis induced by LPS."Int Immunopharmacol. 2020 Sep;86:106697 |
2752-65-0 - Introduction
Pharmacological effect: It has strong anti-cancer activity and has inhibitory effect on non-pathogenic protozoa in vitro. Clinical studies have proved that this product has a certain effect on breast cancer, lymphoma, skin cancer, and gastric cancer, but has no effect on the normal hematopoietic system and white blood cells.
Last Update：2022-10-16 17:24:11
2752-65-0 - Reference Information
| biological activity | Gambogic Acid (Guttatic Acid, Guttic Acid, Beta-Guttiferrin) activation caspases,EC50 is 0.78 - 1.64 μM, and Bcl-XL, Bcl-2, Bcl-W, Bcl-B, Bfl-1 and Mcl-1 are completely inhibited. IC50 is 1.47 μM, 1.21 μM, 2.02 μM and 0.66 μM respectively, 1.06 μM and 0.79 μM. |
| Target | Value |
| Bcl-w | 0.02 μM |
| Bcl-B | 0.66 μM |
| Mcl-1 | 0.79 μM |
| Bfl-1 | 1.06 μM |
| Bcl-2 | 1.21 μM |
| use | gambogic acid has anti-cancer effect and has certain curative effect on breast cancer, lymphoma, skin cancer and gastric cancer. used for content determination/identification/pharmacological experiment, etc. Pharmacological effect: It has strong anti-cancer activity and has inhibitory effect on non-pathogenic protozoa in vitro. Clinical studies have proved that this product has a certain effect on breast cancer, lymphoma, skin cancer, and gastric cancer, but has no effect on the normal hematopoietic system and white blood cells. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | abdominal cavity-rat LD50: 88 mg/kg; Intravenous-mouse LD50: 107 mg/kg |
| flammability hazard characteristics | open flame is combustible; thermal decomposition discharges spicy and irritating smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
| fire extinguishing agent | water, foam, carbon dioxide, dry powder |
Last Update：2024-04-09 21:32:05
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