869743-37-3
Chemical Structure
Nivitol
Synonym(s): UP302
- CAS No.: 869743-37-3
- Formula:C18H22O4
- Molecular Weight:302.37
IUPAC Name: 4-(3-(2,4-dimethoxy-3-methylphenyl)propyl)benzene-1,3-diol
InChIKey: HOCCFHXBGWEJEQ-UHFFFAOYSA-N
SMILES: OC1=CC=C(C(O)=C1)CCCC2=CC=C(OC)C(=C2OC)C
Biological Activity: Nivitol (UP302) is a natural phenolic compound discovered from Dianella ensifolia and also acts as a Tyrosinase inhibitor. Nivitol competitively and reversibly inhibits tyrosinase, suppressing melanin production. Nivitol inhibits homogentisate 1,2-dioxygenase (HGD). In human leukemia cells, Nivitol inhibits PI3K/AKT pathway phosphorylation, increases ROS, decreases mitochondrial membrane potential, and induces G2/M cell cycle arrest, apoptosis, and PINK1/Parkin-mediated mitophagy. Nivitol exhibits inhibition of tumor growth in the MV411 xenograft mouse model. Nivitol is used for research on exogenous ochronosis, hyperpigmentation, and leukemia[1][2][3][4].
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Nivitol | Nivitol (UP302) is a natural phenolic compound discovered from Dianella ensifolia and also acts as a Tyrosinase inhibitor. Nivitol competitively and reversibly inhibits tyrosinase, suppressing melanin production. Nivitol inhibits homogentisate 1,2-dioxygenase (HGD). In human leukemia cells, Nivitol inhibits PI3K/AKT pathway phosphorylation, increases ROS, decreases mitochondrial membrane potential, and induces G2/M cell cycle arrest, apoptosis, and PINK1/Parkin-mediated mitophagy. Nivitol exhibits inhibition of tumor growth in the MV411 xenograft mouse model. Nivitol is used for research on exogenous ochronosis, hyperpigmentation, and leukemia. | |||||||||||||||||||||
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References
- [1]. Ramia de Cap M, et al. Exogenous ochronosis associated with dimethoxytolyl propylresorcinol (UP302). J Dermatol. 2021 Jul;48(7):e312-e313. [Content Brief]
- [2]. Nesterov A, et al. 1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)propane, a novel tyrosinase inhibitor with strong depigmenting effects. Chemical & pharmaceutical bulletin. 2008 Sep;56(9):1292-6.
- [3]. Wei J, et al. Dimethoxytolyl propylresorcinol induces apoptosis and mitophagy in human leukemia cells through the PI3K/AKT pathway. Journal of Cancer. 2024;15(1):103-112.
- [4]. Zhang SQ, et al. Quantification of a novel natural antioxidant (UP302) in rat plasma using ultra-high performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Dec 01;879(31):3763-6. [Content Brief]
