Amorfrutin A
Product Code: AG-CN2-0462
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0462-C500 | 500 ug | £200.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
2-Hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-phenethylbenzoic acid
Appearance:
Solid.
CAS:
80489-90-3
EClass:
32160000
Form (Short):
solid
Handling Advice:
Keep cool and dry.Protect from light.
InChi:
InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24)
InChiKey:
CTNFTPUIYFUXBE-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 80489-90-3. Formula: C21H24O4. MW: 340.4. Isolated from Amorpha fruticosa. Antidiabetic agent. Potent and selective partial agonist of peroxisome proliferator-activated receptor gamma (PPARgamma), a nuclear receptor regulating lipid and glucose metabolism. Has nanomolar binding affinity to PPARgamma and micromolar binding to the isotypes PPARalpha and PPARbeta/delta. Glucose-lowering agent. Improves insulin sensitivity, glucose tolerance and blood lipid variables without increase of fat storage or hepatoxicity. Shows potent PPARgamma-dependent anti-inflammatory activity. Potent NF-kappaB activation inhibitor by the suppression of IkappaBalpha degradation, p65 nuclear translocation and DNA-binding activity. Antimicrobial agent.
MDL:
MFCD23703108
Molecular Formula:
C21H24O4
Molecular Weight:
340.4
Package Type:
Vial
Product Description:
Antidiabetic agent. Potent and selective partial agonist of peroxisome proliferator-activated receptor gamma (PPARgamma), a nuclear receptor regulating lipid and glucose metabolism. Has nanomolar binding affinity to PPARgamma and micromolar binding to the isotypes PPARalpha and PPARbeta/delta. Glucose-lowering agent. Improves insulin sensitivity, glucose tolerance and blood lipid variables without increase of fat storage or hepatoxicity. Shows potent PPARgamma-dependent anti-inflammatory activity. Potent NF-kappaB activation inhibitor by the suppression of IkappaBalpha degradation, p65 nuclear translocation and DNA-binding activity. Antimicrobial agent.
Purity:
>97% (HPLC)
SMILES:
COC1=C(CC=C(C)C)C(O)=C(C(O)=O)C(CCC2=CC=CC=C2)=C1
Solubility Chemicals:
Soluble in DMSO, ethanol or methanol. Insoluble in water.
Source / Host:
Isolated from Amorpha fruticosa.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Amorfrutin A and B, bibenzyl antimicrobial agents from Amorpha fruticosa: L.A. Mitscher, et al.; Phytochemistry 20, 781 (1981) | Amorfrutins are potent antidiabetic dietary natural products: C. Weidner, et al.; PNAS 109, 7257 (2012) | Structural characterization of amorfrutins bound to the peroxisome proliferator-activated receptor gamma: J.C. De Groot, et al.; J. Med. Chem. 56, 1535 (2013) | Amorfrutin A inhibits TNF-alpha-induced NF-kappaB activation and NF-kappaB-regulated target gene products: H. Shi, et al.; Int. Immunopharmacol. 21, 56 (2014) | Natural product agonists of peroxisome proliferator-activated receptor gamma (PPARgamma): a review: L. Wang, et al.; Biochem. Pharmacol. 92, 73 (2014) | Amorfrutins Are Natural PPARgamma Agonists with Potent Anti-inflammatory Properties: L. Fuhr, et al.; J. Nat. Prod. 78, 1160 (2015)