CAS 78824-30-3|Garcinol
Introduction：Basic information about CAS 78824-30-3|Garcinol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Garcinol | ||
|---|---|---|---|
| CAS Number | 78824-30-3 | Molecular Weight | 602.800 |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 710.8±60.0 °C at 760 mmHg |
| Molecular Formula | C38H50O6 | Melting Point | 235-236ºC |
| MSDS | / | Flash Point | 397.6±29.4 °C |
Names
| Name | Garcinol |
|---|---|
| Synonym | More Synonyms |
Garcinol BiologicalActivity
| Description | Garcinol, a polyisoprenylated benzophenone harvested from Garcinia indica, exerts anti-cholinesterase properties towards acetyl cholinesterase (AChE) and butyrylcholinesterase (BChE) with IC50s of 0.66 µM and 7.39 µM, respectively[1]. Garcinol also inhibits histone acetyltransferases (HATs, IC50= 7 μM) and p300/CPB-associated factor (PCAF, IC50 = 5 μM). Garcinol has anti-inflammatory and anti-cancer activity[2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Epigenetics >>Histone AcetyltransferaseSignaling Pathways >>Neuronal Signaling >>AChE |
| Target | IC50: 0.66 µM (AChE); 7.39 µM (BChE)[1]; 7 μM (HATs); 5 µM (PCAF) [2] |
| In Vitro | Garcinol (10-50 µM; 24-72 hours) can inhibit the proliferation of two HNSCC cell lines tested (CAL27 and UMSCC1) in a time- and dose-dependent manner[3]. Garcinol (10-50 µM; 24-72 hours) induces apoptosis in HNSCC cells[3]. Garcinol (50 µM; 1-6 hours) suppresses phosphorylation and degradation of the constitutive IκBα in a time-dependent manner[3]. Cell Proliferation Assay[3] Cell Line: CAL27 and UMSCC1 cells Concentration: 10, 25, 50 µM Incubation Time: 24, 48, and 72 hours Result: Inhibited the proliferation of two HNSCC cell lines in a time- and dose-dependent manner. Apoptosis Analysis[3] Cell Line: CAL27 and UMSCC1 cells Concentration: 10, 25, 50 µM Incubation Time: 24, 48, and 72 hours Result: Induced apoptosis in HNSCC cells. Western Blot Analysis[3] Cell Line: CAL27 cells Concentration: 50 µM Incubation Time: 1, 2, 4, 6 hours Result: Suppressed phosphorylation and degradation of the constitutive IκBα in a time-dependent manner. |
| In Vivo | Garcinol (i.p.; 1 and 2 mg/kg; five times/week for 4 consecutive weeks) induces significant inhibition of tumor growth[3]. Animal Model: Five-week-old athymic nu/nu male mice bearing subcutaneous CAL27 tumors[3] Dosage: 1 and 2 mg/kg Administration: I.p.; five times/week for 4 consecutive weeks Result: Induced significant inhibition of tumor growth. |
| References | [1]. Lenta BN, et al. Leishmanicidal and cholinesterase inhibiting activities of phenolic compounds from Allanblackia monticola and Symphonia globulifera. Molecules. 2007 Jul 20;12(8):1548-57. [2]. Ciochina R, et al. Polycyclic polyprenylated acylphloroglucinols. Chem Rev. 2006 Sep;106(9):3963-86. [3]. Li F, et al. Garcinol, a polyisoprenylated benzophenone modulates multiple proinflammatory signalingcascades leading to the suppression of growth and survival of head and neck carcinoma. Cancer Prev Res (Phila). 2013 Aug;6(8):843-54. |
Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 710.8±60.0 °C at 760 mmHg |
| Melting Point | 235-236ºC |
| Molecular Formula | C38H50O6 |
| Molecular Weight | 602.800 |
| Flash Point | 397.6±29.4 °C |
| Exact Mass | 602.360718 |
| PSA | 111.90000 |
| LogP | 11.26 |
| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
| Index of Refraction | 1.563 |
| InChIKey | DTTONLKLWRTCAB-AXXSNSRJSA-N |
| SMILES | C=C(C)C(CC=C(C)C)CC12CC(CC=C(C)C)C(C)(C)C(CC=C(C)C)(C(=O)C(=C(O)c3ccc(O)c(O)c3)C1=O)C2=O |
Synonyms
| Garcinol |
| guttiferone F |
| guttiferone E |
| Bicyclo[3.3.1]non-3-ene-2,9-dione, 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]-, (1R,5R,7R)- |
| (1R,5R,7R)-3-(3,4-Dihydroxybenzoyl)-4-hydroxy-5-[(2S)-2-isopropenyl-5-methyl-4-hexen-1-yl]-8,8-dimethyl-1,7-bis(3-methyl-2-buten-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione |
| (1R,5R,7R)-3-(3,4-Dihydroxybenzoyl)-4-hydroxy-8,8-dimethyl-1,7-bis(3-methylbut-2-en-1-yl)-5-[(2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]bicyclo[3.3.1]non-3-ene-2,9-dione |
