1197-09-7
Chemical Structure
3',4'-Dihydroxyacetophenone
Synonym(s): 3,4-DHAP
- CAS No.: 1197-09-7
- Formula:C8H8O3
- Molecular Weight:152.15
IUPAC Name: 1-(3,4-dihydroxyphenyl)ethan-1-one
InChIKey: UCQUAMAQHHEXGD-UHFFFAOYSA-N
SMILES: CC(C1=CC=C(O)C(O)=C1)=O
Biological Activity: 3',4'-Dihydroxyacetophenone (3,4-DHAP) is a phenolic compound with oral bioavailability, possessing potent antioxidant, anti-inflammatory, anticancer and cardiovascular protective activities. 3',4'-Dihydroxyacetophenone inhibits mushroom Tyrosinase activity with an IC50 of 10 μM, thereby suppressing melanogenesis. 3',4'-Dihydroxyacetophenone inhibits platelet aggregation in platelet-rich plasma. 3',4'-Dihydroxyacetophenone reduces ROS levels in human umbilical vein endothelial cells treated with high glucose, upregulates the expression of Nrf2, HO-1 and PARP-1 in cells, and promotes the nuclear translocation of Nrf2. 3',4'-Dihydroxyacetophenone induces autophagy and apoptosis. 3',4'-Dihydroxyacetophenone inhibits seed germination/growth in most plants. 3',4'-Dihydroxyacetophenone can be used in the research of cancer, neurodegenerative diseases, non-alcoholic steatohepatitis, diabetes, obesity, skin pigmentation disorders, and cardiovascular and cerebrovascular diseases[1][2][3][4][5][6].
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3',4'-Dihydroxyacetophenone | 99.87% | 3',4'-Dihydroxyacetophenone (3,4-DHAP) is a phenolic compound with oral bioavailability, possessing potent antioxidant, anti-inflammatory, anticancer and cardiovascular protective activities. 3',4'-Dihydroxyacetophenone inhibits mushroom Tyrosinase activity with an IC50 of 10 μM, thereby suppressing melanogenesis. 3',4'-Dihydroxyacetophenone inhibits platelet aggregation in platelet-rich plasma. 3',4'-Dihydroxyacetophenone reduces ROS levels in human umbilical vein endothelial cells treated with high glucose, upregulates the expression of Nrf2, HO-1 and PARP-1 in cells, and promotes the nuclear translocation of Nrf2. 3',4'-Dihydroxyacetophenone induces autophagy and apoptosis. 3',4'-Dihydroxyacetophenone inhibits seed germination/growth in most plants. 3',4'-Dihydroxyacetophenone can be used in the research of cancer, neurodegenerative diseases, non-alcoholic steatohepatitis, diabetes, obesity, skin pigmentation disorders, and cardiovascular and cerebrovascular diseases. | ||||||||||||||||||||
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3',4'-Dihydroxyacetophenone (Standard) | ≥98% | 3',4'-Dihydroxyacetophenone (3,4-DHAP), isolated from Picea Schrenkiana Needles exhibits a strong suppressive action against tyrosinase activity, with an IC50 of 10 μM. 3',4'-Dihydroxyacetophenone (3,4-DHAP) is a vasoactive agent and antioxidant. | ||||||||||||||||||||
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References
- [1]. Wang W, et al. Synthesis and Health Effects of Phenolic Compounds: A Focus on Tyrosol, Hydroxytyrosol, and 3,4-Dihydroxyacetophenone. Antioxidants (Basel). 2025;14(4):476. Published 2025 Apr 16. [Content Brief]
- [2]. Kim YJ, et al. Antimelanogenic activity of 3,4-dihydroxyacetophenone: inhibition of tyrosinase and MITF. Biosci Biotechnol Biochem. 2006;70(2):532-534. [Content Brief]
- [3]. Sun N, et al. Synthesis, oral bioavailability evaluation and antiplatelet aggregation activity of three derivatives of 3,4‑dihydroxyacetophenone. Int J Mol Med. 2020;45(3):919-930. [Content Brief]
- [4]. Hui Z, et al. Effect of 3,4-dihydroxyacetophenone on endothelial dysfunction in obese rats. Pharm Biol. 2015;53(8):1149-1154. [Content Brief]
- [5]. Cao D, et al. 3,4‑Dihydroxyacetophenone attenuates oxidative stress‑induced damage to HUVECs via regulation of the Nrf2/HO‑1 pathway. Mol Med Rep. 2022;25(6):199. [Content Brief]
- [6]. Ruan X, et al. Autotoxicity and allelopathy of 3,4-dihydroxyacetophenone isolated from Picea schrenkiana needles. Molecules. 2011;16(10):8874-8893. Published 2011 Oct 24. [Content Brief]
