CAS Number59870-68-7
Synonyms1,3-Benzenediol,4-(3,4-dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-,(R); 4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol; Glabridin; Bio-0904; 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol; 4-[(3R)-8,8-Dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol; BIDD:ER0172; 4-[(3R)-8,8-Dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl]-1,3-benzenediol; MFCD03427694
Molecular FormulaC20H20O4
Molecular Weight324.37
Purity≥98 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point518.6±50.0 °C at 760 mmHg
Melting Point154-155ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 59870-68-7 |
| Catalog No. | 2A-9010749 |
| Chinese Name | 光甘草定 |
| Synonyms | 1,3-Benzenediol,4-(3,4-dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-,(R); 4-(3,4-Dihydro-8,8-dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-3-yl)-1,3-benzenediol; Glabridin; Bio-0904; 4-[(3R)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol; 4-[(3R)-8,8-Dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol; BIDD:ER0172; 4-[(3R)-8,8-Dimethyl-3,4-dihydro-2H,8H-pyrano[2,3-f]chromen-3-yl]-1,3-benzenediol; MFCD03427694 |
| Molecular Formula | C20H20O4 |
| Molecular Weight | 324.37 |
| Purity | ≥98 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 518.6±50.0 °C at 760 mmHg |
| Melting Point | 154-155ºC |
| Appearance | powder |
| Storage Condition | room temp |
| Application | Glabridin is an isoflavane isolated from Glycyrrhiza glabra and can bind and activate PPARγ with an EC50 value of 6115 nM. Glabridin has antioxidant, antibacterial, anti-nephritis, anti-diabetic, anti |
| HTC | 2942000000 |
| PubChem ID | 329799990 |
| MDL Number | MFCD03427694 |
| SMILES | CC1(C)Oc2ccc3C[C@@H](COc3c2C=C1)c4ccc(O)cc4O |
| InChI | 1S/C20H20O4/c1-20(2)8-7-16-18(24-20)6-3-12-9-13(11-23-19(12)16)15-5-4-14(21)10-17(15)22/h3-8,10,13,21-22H,9,11H2,1-2H3/t13-/m0/s1 |
| InChI Key | LBQIJVLKGVZRIW-ZDUSSCGKSA-N |
| Beilstein/REAXYS | 7141956 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/10749_1_59870_68_7.pdf |
| Bioactivity | Glabridin is a natural isoflavan from Glycyrrhiza glabra, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR Research Areas >> Inflammation/Immunology Target PPARγ:6.1 μM (EC50) In Vitro Glabridin binds to and activates PPARγ, with an EC50 of 6115 nM[1]. Glabridin (40, 80 μM) inhibits the proliferation of SCC-9 and SAS cell lines in a dose- and time-dependent manner after treatment for 24 and 48 h[2]. Glabridin (0-80 μM) also induces apoptosis, causes Sub-G1 cell cycle arrest in SCC-9 and SAS cell lines[2]. Glabridin (0, 20, 40, and 80 μM) dose-dependently activates caspase-3, −8, and −9 and increases PARP cleavage, significantly phosphorylates ERK1/2, JNK1/2, and p-38 MAPK in SCC-9 cells[2]. In Vivo Glabridin (50 mg/kg, p.o. once daily) shows potent anti-inflammatory activity, ameliorates the inflammatory alterations induced by Dextran sodium sulphate (DSS) in rats[3]. References [1]. 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. [2]. 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. [3]. 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. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 518.6±50.0 °C at 760 mmHg Melting Point 154-155ºC Molecular Formula C20H20O4 Molecular Weight 324.37 Flash Point 267.4±30.1 °C Exact Mass 324.136169 PSA 58.92000 LogP 4.26 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.623 InChIKey LBQIJVLKGVZRIW-ZDUSSCGKSA-N SMILES CC1(C)C=Cc2c(ccc3c2OCC(c2ccc(O)cc2O)C3)O1 Storage condition room temp |
| Use of | Glabridin is a natural isoflavan from Glycyrrhiza glabra, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2]. Properties Articles31 Name glabridin Synonym More Synonyms Glabridin Biological Activity Description Glabridin is a natural isoflavan from Glycyrrhiza glabra, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR Research Areas >> Inflammation/Immunology PPARγ:6.1 μM (EC50) References [1]. 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. [3]. 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. Chemical & Physical Properties Molecular Formula C20H20O4 Exact Mass 324.136169 PSA 58.92000 Index of Refraction 1.623 InChIKey LBQIJVLKGVZRIW-ZDUSSCGKSA-N Storage condition room temp |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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