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2,6-Dihydroxyacetophenone

CAT: 0804-HY-Y0106-04Size: 10 gDry Ice: NoHazardous: No
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CAT#:0804-HY-Y0106-04Size:10 g
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Description
2,6-Dihydroxyacetophenone, a polyphenolic derivative of Acetophenone , is an orally active mTOR inhibitor. 2,6-Dihydroxyacetophenone shows antioxidant activity. 2,6-Dihydroxyacetophenone inhibits cell growth and proliferation in CRC cells. 2,6-Dihydroxyacetophenone arrests at G0/G1 phase of cell cycle, induces apoptosis and suppresses cell migration in CRC cells. 2,6-Dihydroxyacetophenone inhibits xanthine oxidase (XOD) with an IC50 of 1.24 mM. 2,6-dihydroxyacetophenone improves uric acid metabolism in hyperuricemia mice, reduces plasma cholesterol in hypercholesterolemic rats, and inhibits lipid accumulation in HFD-induced obese mice. 2,6-Dihydroxyacetophenone can be used for the study of colorectal cancer (CRC), hyperuricemia and hypercholesterolemia[1][2][3][4][5][6].
CAS Number
699-83-2
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Apoptosis; mTOR; Xanthine Oxidase
Type
Natural Products
Related Pathways
Apoptosis; Metabolic Enzyme/Protease; PI3K/Akt/mTOR
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease; Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/2-6-dihydroxyacetophenone.html
Concentration
10mM
Purity
99.88
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
CC(C1=C(O)C=CC=C1O)=O
Molecular Formula
C8H8O3
Molecular Weight
152.15
Precautions
H315, H319, H335
References & Citations
[1]Awasthi A, et al. Invitro Evaluation of Torin2 and 2, 6-Dihydroxyacetophenone in Colorectal Cancer Therapy. Pathol Oncol Res. 2019 Jan;25 (1) :301-309. |[2]Liu X, et al. Characterization of xanthine oxidase inhibitory activities of phenols from pickled radish with molecular simulation. Food Chem X. 2022 May 21;14:100343. |[3]Rezk BM, et al. The antioxidant activity of phloretin: the disclosure of a new antioxidant pharmacophore in flavonoids. Biochem Biophys Res Commun. 2002 Jul 5;295 (1) :9-13. |[4]Xiaoze Liu, et al.Three dietary phenols from pickled radish improve uric acid metabolism disorder in hyperuricemia mice associated with the altered gut microbiota composition. |[5]Kanchanapoo J, et al. Inhibitory effects of choleretic hydroxyacetophenones on ileal bile acid transport in rats. Life Sci. 2006 Feb 28;78 (14) :1630-6. |[6]Li J, et al. Three Novel Dietary Phenolic Compounds from Pickled Raphanus Sativus L. Inhibit Lipid Accumulation in Obese Mice by Modulating the Gut Microbiota Composition. Mol Nutr Food Res. 2021 Mar;65 (6) :e2000780.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

2',6'-Dihydroxyacetophenone

2',6'-Dihydroxyacetophenone is an aromatic ketone.

CAS Number699-83-2
PubChem CID69687
IUPAC Name1-(2,6-dihydroxyphenyl)ethanone
Molecular FormulaC8H8O3
Molecular Weight152.15
XLogP1.4
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count11
Formal Charge0
Complexity145
SMILES
CC(=O)C1=C(C=CC=C1O)O
InChI
InChI=1S/C8H8O3/c1-5(9)8-6(10)3-2-4-7(8)11/h2-4,10-11H,1H3
InChIKey
YPTJKHVBDCRKNF-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2',6'-Dihydroxyacetophenone
CAS: 699-83-2
CID: 69687
Formula: C8H8O3
MW: 152.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight152.15
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass152.047344113
Monoisotopic Mass152.047344113
Topological Polar Surface Area57.5 Ų
Heavy Atom Count11
Formal Charge0
Complexity145
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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