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59870-68-7,MFCD03427694
Catalog No.:AA00IAJQ

59870-68-7 | Glabridin

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1mg
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5mg
97%
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10mg
97%
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$11.00   $8.00
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25mg
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100mg
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250mg
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1g
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IAJQ
Chemical Name:
Glabridin
CAS Number:
59870-68-7
Molecular Formula:
C20H20O4
Molecular Weight:
324.3704
MDL Number:
MFCD03427694
SMILES:
Oc1ccc(c(c1)O)[C@@H]1COc2c(C1)ccc1c2C=CC(O1)(C)C
Properties
Computed Properties
 
Complexity:
488  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
3.9  

Upstream Synthesis Route

[1]SyntheticCommunications,2014,vol.44,#4,p.540-546

[2]SyntheticCommunications,2014,vol.44,#4,p.540-546

[3]SyntheticCommunications,2014,vol.44,#4,p.540-546

[4]SyntheticCommunications,2014,vol.44,#4,p.540-546

[1]SyntheticCommunications,2014,vol.44,#4,p.540-546

[2]SyntheticCommunications,2014,vol.44,#4,p.540-546

[3]SyntheticCommunications,2014,vol.44,#4,p.540-546

[4]SyntheticCommunications,2014,vol.44,#4,p.540-546

[1]SyntheticCommunications,2014,vol.44,#4,p.540-546

[2]SyntheticCommunications,2014,vol.44,#4,p.540-546

[3]SyntheticCommunications,2014,vol.44,#4,p.540-546

[4]SyntheticCommunications,2014,vol.44,#4,p.540-546

[1]SyntheticCommunications,2014,vol.44,#4,p.540-546

[2]SyntheticCommunications,2014,vol.44,#4,p.540-546

[3]SyntheticCommunications,2014,vol.44,#4,p.540-546

[4]SyntheticCommunications,2014,vol.44,#4,p.540-546

[1]SyntheticCommunications,2014,vol.44,#4,p.540-546

[2]SyntheticCommunications,2014,vol.44,#4,p.540-546

[3]SyntheticCommunications,2014,vol.44,#4,p.540-546

[4]SyntheticCommunications,2014,vol.44,#4,p.540-546

Literature

Title: Tissue and species differences in the glucuronidation of glabridin with UDP-glucuronosyltransferases.

Journal: Chemico-biological interactions 20150425

Title: Anti-hepatitis C virus compounds obtained from Glycyrrhiza uralensis and other Glycyrrhiza species.

Journal: Microbiology and immunology 20140301

Title: Anti-obesity effects of glabridin-rich supercritical carbon dioxide extract of licorice in high-fat-fed obese mice.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20130101

Title: Rapid RP-HPLC method for the quantification of glabridin in crude drug and in polyherbal formulation.

Journal: Journal of chromatographic science 20121001

Title: AMPK activation with glabridin ameliorates adiposity and lipid dysregulation in obesity.

Journal: Journal of lipid research 20120701

Title: Novel phytonutrient contributors to antioxidant protection against cardiovascular disease.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20120601

Title: Glabridin protects paraoxonase 1 from linoleic acid hydroperoxide inhibition via specific interaction: a fluorescence-quenching study.

Journal: Journal of agricultural and food chemistry 20120411

Title: The inhibitory effect and the molecular mechanism of glabridin on RANKL-induced osteoclastogenesis in RAW264.7 cells.

Journal: International journal of molecular medicine 20120201

Title: Topical hypopigmenting agents for pigmentary disorders and their mechanisms of action.

Journal: Annals of dermatology 20120201

Title: An Extract of Glycyrrhiza glabra (GutGard) Alleviates Symptoms of Functional Dyspepsia: A Randomized, Double-Blind, Placebo-Controlled Study.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Traditional chinese medicine for senile dementia.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Licorice and its potential beneficial effects in common oro-dental diseases.

Journal: Oral diseases 20120101

Title: Cranberry proanthocyanidins inhibit the adherence properties of Candida albicans and cytokine secretion by oral epithelial cells.

Journal: BMC complementary and alternative medicine 20120101

Title: Herbal medicine in the treatment of ulcerative colitis.

Journal: Saudi journal of gastroenterology : official journal of the Saudi Gastroenterology Association 20120101

Title: Marine carotenoids and oxidative stress.

Journal: Marine drugs 20120101

Title: Tyrosinase inhibitor-loaded microsponge drug delivery system: new approach for hyperpigmentation disorders.

Journal: Journal of microencapsulation 20120101

Title: Metabonomic profiles delineate the effect of traditional Chinese medicine sini decoction on myocardial infarction in rats.

Journal: PloS one 20120101

Title: Preparing glabridin-in-water nanoemulsions by high pressure homogenization with response surface methodology.

Journal: Journal of oleo science 20120101

Title: Glabridin inhibits migration, invasion, and angiogenesis of human non-small cell lung cancer A549 cells by inhibiting the FAK/rho signaling pathway.

Journal: Integrative cancer therapies 20111201

Title: Effect of licorice compounds licochalcone A, glabridin and glycyrrhizic acid on growth and virulence properties of Candida albicans.

Journal: Mycoses 20111101

Title: Mutual interaction of special phytoestrogenic compounds, their synthetic carboxy-derivatives and the less-calcemic vitamin D analog activities in human derived female cultured osteoblasts.

Journal: The Journal of steroid biochemistry and molecular biology 20111101

Title: Glabridin protects osteoblastic MC3T3-E1 cells against antimycin A induced cytotoxicity.

Journal: Chemico-biological interactions 20110815

Title: Modulation of lipopolysaccharide-induced pro-inflammatory mediators by an extract of Glycyrrhiza glabra and its phytoconstituents.

Journal: Inflammopharmacology 20110801

Title: Agonistic and antagonistic estrogens in licorice root (Glycyrrhiza glabra).

Journal: Analytical and bioanalytical chemistry 20110701

Title: Glabridin as a major active isoflavan from Glycyrrhiza glabra (licorice) reverses learning and memory deficits in diabetic rats.

Journal: Acta physiologica Hungarica 20110601

Title: 18beta-glycyrrhetinic acid and glabridin prevent oxidative DNA fragmentation in UVB-irradiated human keratinocyte cultures.

Journal: Anticancer research 20110601

Title: Glabridin, a phytoestrogen from licorice root, up-regulates manganese superoxide dismutase, catalase and paraoxonase 2 under glucose stress.

Journal: Phytotherapy research : PTR 20110501

Title: Dual inhibitory effect of Glycyrrhiza glabra (GutGard™) on COX and LOX products.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110215

Title: Glabridin, an isoflavan from licorice root, inhibits migration, invasion and angiogenesis of MDA-MB-231 human breast adenocarcinoma cells by inhibiting focal adhesion kinase/Rho signaling pathway.

Journal: Molecular nutrition & food research 20110201

Title: Inhibition of Cell Growth and Cellular Protein, DNA and RNA Synthesis in Human Hepatoma (HepG2) Cells by Ethanol Extract of Abnormal Savda Munziq of Traditional Uighur Medicine.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: A dual investigation of the effect of dietary supplementation with licorice flavonoid oil on anthropometric and biochemical markers of health and adiposity.

Journal: Lipids in health and disease 20110101

Title: Antiamnesic activity of an ayurvedic formulation chyawanprash in mice.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Ameliorative effects of herbal combinations in hyperlipidemia.

Journal: Oxidative medicine and cellular longevity 20110101

Title: Microwave-assisted extraction of oleanolic acid and ursolic acid from Ligustrum lucidum Ait.

Journal: International journal of molecular sciences 20110101

Title: Natural products and body weight control.

Journal: North American journal of medical sciences 20110101

Title: Factors influencing glabridin stability.

Journal: Natural product communications 20101201

Title: Inhibition of bone marrow-derived dendritic cell maturation by glabridin.

Journal: International immunopharmacology 20101001

Title: Overcoming multidrug resistance in human cancer cells by natural compounds.

Journal: Toxins 20100601

Title: Glabridin inhibits lipopolysaccharide-induced activation of a microglial cell line, BV-2, by blocking NF-kappaB and AP-1.

Journal: Phytotherapy research : PTR 20100101

Title: Anti-inflammatory effects of licorice and roasted licorice extracts on TPA-induced acute inflammation and collagen-induced arthritis in mice.

Journal: Journal of biomedicine & biotechnology 20100101

Title: Licorice infusion: Chemical profile and effects on the activation and the cell cycle progression of human lymphocytes.

Journal: Pharmacognosy magazine 20100101

Title: Glabridin from Chinese herb licorice inhibits fatigue in mice.

Journal: African journal of traditional, complementary, and alternative medicines : AJTCAM 20100101

Title: Effect of vitamin E alone and in combination with lycopene on biochemical and histopathological alterations in isoproterenol-induced myocardial infarction in rats.

Journal: Journal of pharmacology & pharmacotherapeutics 20100101

Title: Antidyslipidaemic activity of Glycyrrhiza glabra in high fructose diet induced dsyslipidaemic Syrian golden hamsters.

Journal: Indian journal of clinical biochemistry : IJCB 20091001

Title: Mechanisms regulating skin pigmentation: the rise and fall of complexion coloration.

Journal: International journal of molecular sciences 20090901

Title: Antifungal activity of Glycyrrhiza glabra extracts and its active constituent glabridin.

Journal: Phytotherapy research : PTR 20090801

Title: An updated review of tyrosinase inhibitors.

Journal: International journal of molecular sciences 20090601

Title: A validated stability-indicating HPLC method for analysis of glabridin prodrugs in hydrolysis studies.

Journal: Drug discoveries & therapeutics 20090601

Title: Synthesis of glabridin derivatives as tyrosinase inhibitors.

Journal: Archives of pharmacal research 20090501

Title: Antioxidant effect of polyphenolic glabridin on LDL oxidation.

Journal: Toxicology and industrial health 20090101

Title: Liquorice health check, Oro-dental implications, and a case report.

Journal: Case reports in medicine 20090101

Title: Effect of Carnitine and herbal mixture extract on obesity induced by high fat diet in rats.

Journal: Diabetology & metabolic syndrome 20090101

Title: Topical treatment of melasma.

Journal: Indian journal of dermatology 20090101

Title: The response of creatine kinase specific activity in rat pituitary to estrogenic compounds and vitamin d less-calcemic analogs.

Journal: International journal of cell biology 20090101

Title: Lipid abnormalities in streptozotocin-diabetes: Amelioration by Morus indica L. cv Suguna leaves.

Journal: International journal of diabetes in developing countries 20090101

Title: Inhibition of P-glycoprotein and multidrug resistance protein 1 by dietary phytochemicals.

Journal: Cancer chemotherapy and pharmacology 20081001

Title: Cancer is a preventable disease that requires major lifestyle changes.

Journal: Pharmaceutical research 20080901

Title: 90-Day repeated-dose toxicity study of licorice flavonoid oil (LFO) in rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080701

Title: Atorvastatin and cardiovascular risk in the elderly--patient considerations.

Journal: Clinical interventions in aging 20080601

Title: Extraction of glycyrrhizic acid and glabridin from licorice.

Journal: International journal of molecular sciences 20080401

Title: Antimicrobial potential of Glycyrrhiza glabra roots.

Journal: Journal of ethnopharmacology 20080305

Title: Effect of glabridin from Glycyrrhiza glabra on learning and memory in mice.

Journal: Planta medica 20080301

Title: In vitro and in vivo neuroprotective effect and mechanisms of glabridin, a major active isoflavan from Glycyrrhiza glabra (licorice).

Journal: Life sciences 20080102

Title: Glabridin, a functional compound of liquorice, attenuates colonic inflammation in mice with dextran sulphate sodium-induced colitis.

Journal: Clinical and experimental immunology 20080101

Title: The effect of an endogenous antioxidant glabridin on oxidized LDL.

Journal: Journal of basic and clinical physiology and pharmacology 20080101

Title: Role of P-glycoprotein in limiting the brain penetration of glabridin, an active isoflavan from the root of Glycyrrhiza glabra.

Journal: Pharmaceutical research 20070901

Title: Metabolic activation of herbal and dietary constituents and its clinical and toxicological implications: an update.

Journal: Current drug metabolism 20070801

Title: Absorption of dietary licorice isoflavan glabridin to blood circulation in rats.

Journal: Journal of nutritional science and vitaminology 20070801

Title: Constituent properties of licorices derived from Glycyrrhiza uralensis, G. glabra, or G. inflata identified by genetic information.

Journal: Biological & pharmaceutical bulletin 20070701

Title: Anti-oxidant constituents of the roots and stolons of licorice (Glycyrrhiza glabra).

Journal: Journal of agricultural and food chemistry 20070613

Title: Clinical safety of licorice flavonoid oil (LFO) and pharmacokinetics of glabridin in healthy humans.

Journal: Journal of the American College of Nutrition 20070601

Title: Role of P-glycoprotein in the intestinal absorption of glabridin, an active flavonoid from the root of Glycyrrhiza glabra.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070401

Title: Post TLC developing technique for tyrosinase inhibitor detection.

Journal: Biomedical chromatography : BMC 20070101

Title: Suppression by licorice flavonoids of abdominal fat accumulation and body weight gain in high-fat diet-induced obese C57BL/6J mice.

Journal: Bioscience, biotechnology, and biochemistry 20070101

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Glabridin suppresses intercellular adhesion molecule-1 expression in tumor necrosis factor-alpha-stimulated human umbilical vein endothelial cells by blocking sphingosine kinase pathway: implications of Akt, extracellular signal-regulated kinase, and nuclear factor-kappaB/Rel signaling pathways.

Journal: Molecular pharmacology 20060301

Title: Determination of glabridin in human plasma by solid-phase extraction and LC-MS/MS.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051215

Title: Cytochrome p450 enzymes mechanism based inhibitors: common sub-structures and reactivity.

Journal: Current drug metabolism 20051001

Title: The licorice root derived isoflavan glabridin increases the function of osteoblastic MC3T3-E1 cells.

Journal: Biochemical pharmacology 20050801

Title: Analysis and comparison of Radix Glycyrrhizae (licorice) from Europe and China by capillary-zone electrophoresis (CZE).

Journal: Journal of pharmaceutical and biomedical analysis 20050715

Title: Glabridin, an isoflavan from licorice root, inhibits inducible nitric-oxide synthase expression and improves survival of mice in experimental model of septic shock.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: Clinical outcomes and management of mechanism-based inhibition of cytochrome P450 3A4.

Journal: Therapeutics and clinical risk management 20050301

Title: Mechanism-based inhibition of cytochrome P450 3A4 by therapeutic drugs.

Journal: Clinical pharmacokinetics 20050101

Title: Licorice flavonoids suppress abdominal fat accumulation and increase in blood glucose level in obese diabetic KK-A(y) mice.

Journal: Biological & pharmaceutical bulletin 20041101

Title: Therapeutic drugs that behave as mechanism-based inhibitors of cytochrome P450 3A4.

Journal: Current drug metabolism 20041001

Title: Estrogenic activity of glabridin and glabrene from licorice roots on human osteoblasts and prepubertal rat skeletal tissues.

Journal: The Journal of steroid biochemistry and molecular biology 20040801

Title: Estrogen-like activity of licorice root constituents: glabridin and glabrene, in vascular tissues in vitro and in vivo.

Journal: The Journal of steroid biochemistry and molecular biology 20040701

Title: Herbal bioactivation: the good, the bad and the ugly.

Journal: Life sciences 20040109

Title: Preliminary evaluation of antinephritis and radical scavenging activities of glabridin from Glycyrrhiza glabra.

Journal: Fitoterapia 20031201

Title: Antinephritis and radical scavenging activity of prenylflavonoids.

Journal: Fitoterapia 20031201

Title: Field survey of Glycyrrhiza plants in Central Asia (3). Chemical characterization of G. glabra collected in Uzbekistan.

Journal: Chemical & pharmaceutical bulletin 20031101

Title: Field survey of Glycyrrhiza plants in Central Asia (1). Characterization of G. uralensis, G. glabra and the putative intermediate collected in Kazakhstan.

Journal: Biological & pharmaceutical bulletin 20030601

Title: Evaluation of the antioxidant activity of different flavonoids by the chemiluminescence method.

Journal: AAPS pharmSci 20030601

Title: Inhibition of serotonin re-uptake by licorice constituents.

Journal: Journal of molecular neuroscience : MN 20030401

Title: Glabrene and isoliquiritigenin as tyrosinase inhibitors from licorice roots.

Journal: Journal of agricultural and food chemistry 20030226

Title: Anti-Helicobacter pylori flavonoids from licorice extract.

Journal: Life sciences 20020809

Title: Increased macrophage glutathione content reduces cell-mediated oxidation of LDL and atherosclerosis in apolipoprotein E-deficient mice.

Journal: Atherosclerosis 20020701

Title: The licorice root derived isoflavan glabridin inhibits the activities of human cytochrome P450S 3A4, 2B6, and 2C9.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020601

Title: Oxidative stress increases the expression of the CD36 scavenger receptor and the cellular uptake of oxidized low-density lipoprotein in macrophages from atherosclerotic mice: protective role of antioxidants and of paraoxonase.

Journal: Atherosclerosis 20020401

Title: Estrogen-like activity of glabrene and other constituents isolated from licorice root.

Journal: The Journal of steroid biochemistry and molecular biology 20010901

Title: Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.

Journal: Anticancer research 20000101

Title: The antioxidative effects of the isoflavan glabridin on endogenous constituents of LDL during its oxidation.

Journal: Atherosclerosis 19980301

Title: Rebhun JF, et al. Identification of glabridin as a bioactive compound in licorice (Glycyrrhiza glabra L.) extract that activates human peroxisome proliferator-activated receptor gamma (PPARγ). Fitoterapia. 2015 Oct;106:55-61.

Title: Chen CT, et al. Glabridin induces apoptosis and cell cycle arrest in oral cancer cells through the JNK1/2 signaling pathway. Environ Toxicol. 2018 Jun;33(6):679-685.

Title: El-Ashmawy NE, et al. Downregulation of iNOS and elevation of cAMP mediate the anti-inflammatory effect of glabridin in rats with ulcerative colitis. Inflammopharmacology. 2018 Apr;26(2):551-559.

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Tags:59870-68-7 Molecular Formula|59870-68-7 MDL|59870-68-7 SMILES|59870-68-7 Glabridin