camboginol

CAS: 78824-30-3 C38 H50 O6 MW: 602.81170000

Identification

Namegarcinol
CAS Number78824-30-3
FDA UNIITR1VR1V71B
Molecular FormulaC38 H50 O6
Molecular Weight602.81170000
MDL NumberMFCD03700761

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 711.31 °C. @ 760.00 mm Hg (est)
Flash Point 748.00 °F. TCC ( 397.90 °C. ) (est)
logP (o/w) 11.546 (est)
Soluble in water, 1.896e-008 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for garcinol usage levels up tonot for fragrance use.
Recommendation for garcinol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

garcinia indica

Synonyms

camboginol PubMed: Garcinol, an acetyltransferase inhibitor, suppresses proliferation of breast cancer cell line MCF-7 promoted by 17β-estradiol. PubMed: Garcinol suppresses inflammation-associated colon carcinogenesis in mice. PubMed: High-throughput screen of natural product libraries for hsp90 inhibitors. PubMed: Inhibition of STAT3 dimerization and acetylation by garcinol suppresses the growth of human hepatocellular carcinoma in vitro and in vivo. PubMed: Protective effects of garcinol in mice with lipopolysaccharide/D-galactosamine-induced apoptotic liver injury. PubMed: Induction of p21(Waf1/Cip1) by garcinol via downregulation of p38-MAPK signaling in p53-independent H1299 lung cancer. PubMed: Chromatin-regulating proteins as targets for cancer therapy. PubMed: Direct interaction of garcinol and related polyisoprenylated benzophenones of Garcinia cambogia fruits with the transcription factor STAT-1 as a likely mechanism of their inhibitory effect on cytokine signaling pathways. PubMed: A cell-free fluorometric high-throughput screen for inhibitors of Rtt109-catalyzed histone acetylation. PubMed: Garcinol, a polyisoprenylated benzophenone modulates multiple proinflammatory signaling cascades leading to the suppression of growth and survival of head and neck carcinoma. PubMed: Lysine acetyltransferase PCAF is a key regulator of arteriogenesis. PubMed: Histone modifications of Notch1 promoter affect lung CD4+ T cell differentiation in asthmatic rats. PubMed: Histone acetylation regulates osteodifferentiation of hDPSCs via DSPP. PubMed: Emerging antineoplastic effects of garcinol besides role in inhibiting growth in pancreatic carcinomas. PubMed: Lysosome-dependent p300/FOXP3 degradation and limits Treg cell functions and enhances targeted therapy against cancers. PubMed: [Expressions of reactive oxygen species and fibronectin are regulated by transcriptional co-activator p300 in human mesangial cells exposed to high glucose and methylglyoxal advanced glycation end products]. PubMed: Epigenetic regulation of extracellular-superoxide dismutase in human monocytes. PubMed: p300/CBP dependent hyperacetylation of histone potentiates anticancer activity of gefitinib nanoparticles. PubMed: Differential effects of garcinol and curcumin on histone and p53 modifications in tumour cells. PubMed: A naturally-occurring histone acetyltransferase inhibitor derived from Garcinia indica impairs newly acquired and reactivated fear memories. PubMed: Garcinol sensitizes human pancreatic adenocarcinoma cells to gemcitabine in association with microRNA signatures. PubMed: The inhibitory effect of pterostilbene on inflammatory responses during the interaction of 3T3-L1 adipocytes and RAW 264.7 macrophages. PubMed: Chemoprevention of 7,12-dimethylbenz[a]anthracene (DMBA)-induced hamster cheek pouch carcinogenesis by a 5-lipoxygenase inhibitor, garcinol. PubMed: Acetylation-mediated suppression of transcription-independent memory: bidirectional modulation of memory by acetylation. PubMed: Radiation-induced human endogenous retrovirus (HERV)-R env gene expression by epigenetic control. PubMed: Activation of tachykinin, neurokinin 3 receptors affects chromatin structure and gene expression by means of histone acetylation. PubMed: Anticancer action of garcinol in vitro and in vivo is in part mediated through inhibition of STAT-3 signaling. PubMed: Cancer chemoprevention and nutriepigenetics: state of the art and future challenges. PubMed: Garcinol regulates EMT and Wnt signaling pathways in vitro and in vivo, leading to anticancer activity against breast cancer cells. PubMed: Potential role of garcinol as an anticancer agent. PubMed: Synergistic effect of garcinol and curcumin on antiproliferative and apoptotic activity in pancreatic cancer cells. PubMed: Acetylation of retinal histones in diabetes increases inflammatory proteins: effects of minocycline and manipulation of histone acetyltransferase (HAT) and histone deacetylase (HDAC). PubMed: Garcinol, a histone acetyltransferase inhibitor, radiosensitizes cancer cells by inhibiting non-homologous end joining. PubMed: Hippocampal histone acetylation regulates object recognition and the estradiol-induced enhancement of object recognition. PubMed: Inhibitory effects of garcinol and pterostilbene on cell proliferation and adipogenesis in 3T3-L1 cells. PubMed: Ex vivo expansion of human hematopoietic stem cells by garcinol, a potent inhibitor of histone acetyltransferase. PubMed: Garcinol inhibits cell growth in hepatocellular carcinoma Hep3B cells through induction of ROS-dependent apoptosis. PubMed: Cambogin is preferentially cytotoxic to cells expressing PDGFR. PubMed: Garcinol-induced apoptosis in prostate and pancreatic cancer cells is mediated by NF- kappaB signaling. PubMed: Garcinol inhibits cell proliferation and promotes apoptosis in pancreatic adenocarcinoma cells. PubMed: Nicotinic acetylcholine receptor-based blockade: applications of molecular targets for cancer therapy. PubMed: Epigenetic control of tissue-type plasminogen activator synthesis in human endothelial cells. PubMed: Cigarette smoke extract regulates cytosolic phospholipase A2 expression via NADPH oxidase/MAPKs/AP-1 and p300 in human tracheal smooth muscle cells. PubMed: Garcinol promotes neurogenesis in rat cortical progenitor cells through the duration of extracellular signal-regulated kinase signaling. PubMed: Formation of stress-specific p53 binding patterns is influenced by chromatin but not by modulation of p53 binding affinity to response elements. PubMed: Cancer chemoprevention by targeting the epigenome. PubMed: Analysis of the molecular and regulatory properties of active porcine endogenous retrovirus gamma-1 long terminal repeats in kidney tissues of the NIH-Miniature pig. PubMed: Fluorinated 2'-hydroxychalcones as garcinol analogs with enhanced antioxidant and anticancer activities. PubMed: Cryptococcus neoformans histone acetyltransferase Gcn5 regulates fungal adaptation to the host. PubMed: Prostacyclin receptor suppresses cardiac fibrosis: role of CREB phosphorylation. PubMed: Garcinol potentiates TRAIL-induced apoptosis through modulation of death receptors and antiapoptotic proteins. PubMed: Nicotine-induced human breast cancer cell proliferation attenuated by garcinol through down-regulation of the nicotinic receptor and cyclin D3 proteins. PubMed: Apoptosis-inducing effect of garcinol is mediated by NF-kappaB signaling in breast cancer cells. PubMed: Phosphorylation and acetylation of histone H3 and autoregulation by early growth response 1 mediate interleukin 1beta induction of early growth response 1 transcription. PubMed: Effects of garcinol and guttiferone K isolated from Garcinia cambogia on oxidative/nitrative modifications in blood platelets and plasma. PubMed: Emerging role of Garcinol, the antioxidant chalcone from Garcinia indica Choisy and its synthetic analogs. PubMed: Cigarette smoke extract induces COX-2 expression via a PKCalpha/c-Src/EGFR, PDGFR/PI3K/Akt/NF-kappaB pathway and p300 in tracheal smooth muscle cells. PubMed: Chicken HS4 insulator significantly improves baculovirus-mediated foreign gene expression in insect cells by modifying the structure of neighbouring chromatin in virus minichromosome. PubMed: Identification of 5-lipoxygenase and microsomal prostaglandin E2 synthase-1 as functional targets of the anti-inflammatory and anti-carcinogenic garcinol. PubMed: High-performance liquid chromatography and LC-ESI-MS method for identification and quantification of two isomeric polyisoprenylated benzophenones isoxanthochymol and camboginol in different extracts of Garcinia species. PubMed: Activation of ROS/NF-kappaB and Ca2+/CaM kinase II are necessary for VCAM-1 induction in IL-1beta-treated human tracheal smooth muscle cells. PubMed: Synthesis of benzamide derivatives of anacardic acid and their cytotoxic activity. PubMed: Bioassay-guided isolation of xanthones and polycyclic prenylated acylphloroglucinols from Garcinia oblongifolia. PubMed: Mechanism of p300 specific histone acetyltransferase inhibition by small molecules. PubMed: Bioassay and ultraperformance liquid chromatography/mass spectrometry guided isolation of apoptosis-inducing benzophenones and xanthone from the pericarp of Garcinia yunnanensis Hu. PubMed: Acetylation: a novel method for modulation of the immune response following trauma/hemorrhage and inflammatory second hit in animals and humans. PubMed: Polyisoprenylated benzophenones and an unusual polyisoprenylated tetracyclic xanthone from the fruits of Garcinia cambogia. PubMed: Leishmanicidal and cholinesterase inhibiting activities of phenolic compounds from Allanblackia monticola and Symphonia globulifera. PubMed: Autoacetylation induced specific structural changes in histone acetyltransferase domain of p300: probed by surface enhanced Raman spectroscopy. PubMed: Inhibition of human lipoprotein oxidation by morelloflavone and camboginol from Garcinia dulcis. PubMed: Specific inhibition of p300-HAT alters global gene expression and represses HIV replication. PubMed: Selective inhibition of CBP/p300 HAT. PubMed: Liquid chromatography-tandem mass spectrometry method for identification and quantification of two biologically active polyisoprenylated benzophenones, isoxanthochymol and camboginol, in Garcinia species. PubMed: Effects of garcinol and its derivatives on intestinal cell growth: Inhibitory effects and autoxidation-dependent growth-stimulatory effects. PubMed: A rapid liquid chromatography-tandem mass spectrometry method for quantification of a biologically active molecule camboginol in the extract of Garcinia cambogia. PubMed: Oblongifolins A-D, polyprenylated benzoylphloroglucinol derivatives from Garcinia oblongifolia. PubMed: Modulation of arachidonic acid metabolism and nitric oxide synthesis by garcinol and its derivatives. PubMed: Garcinol modulates tyrosine phosphorylation of FAK and subsequently induces apoptosis through down-regulation of Src, ERK, and Akt survival signaling in human colon cancer cells. PubMed: Dietary garcinol inhibits 4-nitroquinoline 1-oxide-induced tongue carcinogenesis in rats. PubMed: Antimicrobial effects of antioxidants with and without clarithromycin on Helicobacter pylori. PubMed: A polyisoprenylated ketone from Calophyllum enervosum. PubMed: Effects of garcinol on free radical generation and NO production in embryonic rat cortical neurons and astrocytes. PubMed: An antibacterial biphenyl derivative from Garcinia bancana MIQ. PubMed: Inhibition of cell proliferation by nobiletin, a dietary phytochemical, associated with apoptosis and characteristic gene expression, but lack of effect on early rat hepatocarcinogenesis in vivo. PubMed: Suppression of inducible nitric oxide synthase and cyclooxygenase-2 in downregulating nuclear factor-kappa B pathway by Garcinol. PubMed: Polyisoprenylated benzophenone, garcinol, a natural histone acetyltransferase inhibitor, represses chromatin transcription and alters global gene expression. PubMed: Rapid analysis of gene expression changes caused by liver carcinogens and chemopreventive agents using a newly developed three-dimensional microarray system. PubMed: Cytotoxic benzophenone derivatives from Garcinia species display a strong apoptosis-inducing effect against human leukemia cell lines. PubMed: The bactericidal effects of Lactobacillus acidophilus, garcinol and Protykin compared to clarithromycin, on Helicobacter pylori. PubMed: Polyprenylated benzophenones from Garcinia assigu and their potential cancer chemopreventive activities. PubMed: Induction of apoptosis by garcinol and curcumin through cytochrome c release and activation of caspases in human leukemia HL-60 cells. PubMed: Free radical scavenging activity and antiulcer activity of garcinol from Garcinia indica fruit rind. PubMed: Prevention of colonic aberrant crypt foci by dietary feeding of garcinol in male F344 rats. PubMed: Antioxidative and anti-glycation activity of garcinol from Garcinia indica fruit rind. PubMed: Guttiferone F, the first prenylated benzophenone from Allanblackia stuhlmannii. PubMed: Antibacterial activity of some Garcinia benzophenone derivatives against methicillin-resistant Staphylococcus aureus. PubMed: Structure and chemotherapeutical activity of a polyisoprenylated benzophenone from the stem bark of Garcinia huillensis.