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AB120973

Chlorogenic acid hemihydrate, Antioxidant

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(1 Publication)

MW 354.31 Da, Purity >99%. Antioxidant with a variety of biological effects. Able to Inhibit DNA methylation catalysed by prokaryotic M.Sssl DNA methyltransferase and human DNMT1 (IC50 = 0.75 and 0.9 μM, respectively). Also able to stimulate glucose transport in skeletal muscle via AMPK activation.
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Chemical Structure - Chlorogenic acid hemihydrate, Antioxidant (AB120973)
  • Chemical Structure

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Chemical Structure - Chlorogenic acid hemihydrate, Antioxidant (AB120973)

2D chemical structure image of ab120973, Chlorogenic acid hemihydrate, Antioxidant

Key facts

CAS number

202650-88-2

Purity

>99%

Form

Solid

form

Molecular weight

354.31 Da

Molecular formula

C<sub>1</sub><sub>6</sub>H<sub>1</sub><sub>8</sub>O<sub>9</sub>

PubChem

1794427

Nature

Synthetic

Solubility

Soluble in water to 25 mM

Biochemical name

Chlorogenic acid

Biological description

Antioxidant with a variety of biological effects. Able to Inhibit DNA methylation catalysed by prokaryotic M.Sssl DNA methyltransferase and human DNMT1 (IC50 = 0.75 and 0.9 μM, respectively). Also able to stimulate glucose transport in skeletal muscle via AMPK activation.

Canonical smiles

C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

Isomeric smiles

C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O

InChi

InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

InChiKey

CWVRJTMFETXNAD-JUHZACGLSA-N

IUPAC Name

(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

PTP1B also known as Protein Tyrosine Phosphatase 1B is an enzyme with a mass of approximately 50 kDa. This protein serves as a negative regulator of insulin and leptin signaling pathways and is widespread in tissues like liver muscle and adipose tissue. Its enzymatic action involves dephosphorylation of tyrosine residues in target proteins which reduces activity in insulin signaling. PTP1B is an essential modulator of energy metabolism and plays vital roles in regulating glucose and lipid homeostasis.
Biological function summary

PTP1B participates in processes that involve insulin resistance and energy balance but it does not directly form part of a larger protein complex. Aldose reductase another enzyme is distinct yet often discussed alongside PTP1B because of its role in the polyol pathway where it reduces glucose to sorbitol and can under certain conditions contribute to diabetic complications. Aldose reductase is a cytosolic enzyme ubiquitously expressed especially in lens renal cortex and peripheral nerves and has a mass of about 36 kDa. It serves as a catalytic converter of aldehydes to alcohols and therefore modulates osmotic balance by reducing harmful aldehyde accumulation.

Pathways

PTP1B is a significant player in the insulin and leptin signaling pathways. These pathways are critical for cellular functions and energy regulation. The insulin signaling pathway involves proteins such as IRS-1 (Insulin Receptor Substrate-1). Within these pathways PTP1B's action leads to reduction of insulin receptor activity impacting downstream signaling events necessary for glucose uptake and energy balance. Aldose reductase fits into the polyol pathway where sorbitol accumulation can lead to diabetic complications. This pathway involves NADPH as a cofactor and is an important player in glucose metabolism.

Both PTP1B and aldose reductase are implicated in type 2 diabetes and its complications such as diabetic retinopathy. PTP1B through its modulation of insulin signaling impacts insulin resistance a hallmark of type 2 diabetes. Its activity is linked to disorders in glucose metabolism often associated with elevated levels in obese and insulin-resistant individuals. Aldose reductase is related to hyperglycemic damage in diabetic patients as its overactivity can lead to sorbitol accumulation causing osmotic and oxidative stress. Connections between PTP1B and proteins in insulin signaling pathways such as the insulin receptor further underpin its role in these metabolic disorders.

Product protocols

Publications (1)

Recent publications for all applications. Explore the full list and refine your search

Pharmaceuticals (Basel, Switzerland) 16: PubMed36986437

2023

TLR4/Inflammasomes Cross-Talk and Pyroptosis Contribute to N-Acetyl Cysteine and Chlorogenic Acid Protection against Cisplatin-Induced Nephrotoxicity.

Applications

Unspecified application

Species

Unspecified reactive species

Amira M Badr,Layla A Al-Kharashi,Hala Attia,Samiyah Alshehri,Hanaa N Alajami,Rehab A Ali,Yasmen F Mahran
View all publications

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