EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

garcinol
camboginol

Supplier Sponsors

CAS Number: 78824-30-3Picture of molecule3D/inchi
FDA UNII: TR1VR1V71B
MDL:MFCD03700761
XlogP3-AA:10.30 (est)
Molecular Weight:602.81170000
Formula:C38 H50 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
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)- 95%
Santa Cruz Biotechnology
For experimental / research use only.
Garcinol 95%
Sigma-Aldrich: Sigma
For experimental / research use only.
Garcinol ≥95%
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for garcinol usage levels up to:
 not for fragrance use.
 
Recommendation for garcinol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5490884
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
Chemidplus:0078824303
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5490884
Pubchem (sid):135191391
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
KEGG (GenomeNet):C09929
HMDB (The Human Metabolome Database):HMDB39154
FooDB:FDB018674
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Wikipedia2:View2
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 garcinia indica
Search Trop Picture
 
Synonyms:
 camboginol
 

Articles:

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.
 
Notes:
from stem bark of garcinia huillensis; has chemotherapeutic activity against gram-positive & gram-negative cocci, mycobacteria & fungi. Constit. of Garcinia indica (kokam). Camboginol isol. from Garcinia cambogia
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