Amorfrutin B

AdipoGen Life Sciences
Product Code: AG-CN2-0464
CodeSizePrice
AG-CN2-0464-C500500 ug£150.00
Quantity:
AG-CN2-0464-M0011 mg£240.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Antibody Clonality: Polyclonal
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
(E)-3-(3,7-Dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxy-6-phenethylbenzoic acid
Appearance:
Solid.
CAS:
78916-42-4 and 1174387-94-0
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.
InChi:
InChI=1S/C26H32O4/c1-18(2)9-8-10-19(3)13-16-22-23(30-4)17-21(24(25(22)27)26(28)29)15-14-20-11-6-5-7-12-20/h5-7,9,11-13,17,27H,8,10,14-16H2,1-4H3,(H,28,29)/b19-13+
InChiKey:
DKNIJLWIVUCTHW-CPNJWEJPSA-N
Long Description:
Chemical. CAS: 78916-42-4 and 1174387-94-0. Formula: C26H32O4. MW: 408.5. 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 low nanomolar binding affinity to PPARgamma and micromolar binding to the isotypes PPARalpha and PPARbeta/delta. The binding affinity constant to PPARgamma is 12 times lower than Amorfrutin A (Prod. No. AG-CN2-0462). 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. Antimicrobial agent.
MDL:
MFCD29037217
Molecular Formula:
C26H32O4
Molecular Weight:
408.5
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 low nanomolar binding affinity to PPARgamma and micromolar binding to the isotypes PPARalpha and PPARbeta/delta. The binding affinity constant to PPARgamma is 12 times lower than Amorfrutin A (Prod. No. AG-CN2-0462). 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. Antimicrobial agent.
Purity:
>97% (HPLC)
SMILES:
COC1=C(CC=C(/C)CCC=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) | 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 B is an efficient natural peroxisome proliferator-activated receptor gamma (PPARgamma) agonist with potent glucose-lowering properties: C. Weidner, et al.; Diabetol. 56, 1802 (2013) | 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)