26577-85-5
Chemical Structure
Petasin
- CAS No.: 26577-85-5
- Formula:C20H28O3
- Molecular Weight:316.43
IUPAC Name: 3-aminophenyl diethyl phosphate
InChIKey: ISTBXSFGFOYLTM-NZEDGPFZSA-N
SMILES: C[C@@]12C(CC[C@H]([C@@H]2C)OC(/C(C)=C\C)=O)=CC([C@@H](C1)C(C)=C)=O
Biological Activity:
Petasin is an orally active, potent inhibitor of mitochondrial electron transport chain complex I (ETCC1) with an IC50 of 3.55 μM. Petasin functionally activates AMPK by inhibiting mitochondrial respiration and increasing the intracellular AMP/ATP ratio. Petasin inhibits leukotriene production and eosinophil effector responses, as well as tumor cell proliferation, migration, invasion, and in vivo tumor growth and metastasis. Petasin is also a natural sesquiterpene ester that can be found in plants of the Petasites genus, such as Petasites japonicus and Petasites hybridus. Petasin can be used in studies related to cancer metabolism, glucose and lipid metabolism, and inflammation[1][2][3][4][5][7].
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Petasin | Petasin is an orally active, potent inhibitor of mitochondrial electron transport chain complex I (ETCC1) with an IC50 of 3.55 μM. Petasin functionally activates AMPK by inhibiting mitochondrial respiration and increasing the intracellular AMP/ATP ratio. Petasin inhibits leukotriene production and eosinophil effector responses, as well as tumor cell proliferation, migration, invasion, and in vivo tumor growth and metastasis. Petasin is also a natural sesquiterpene ester that can be found in plants of the Petasites genus, such as Petasites japonicus and Petasites hybridus. Petasin can be used in studies related to cancer metabolism, glucose and lipid metabolism, and inflammation. |
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References
- [1]. Uesugi S, et al. Petasin is the main component responsible for the anti-adipogenic effect of Petasites japonicus. Fitoterapia. 2022 Mar;157:105130. [Content Brief]
- [2]. Thomet OA, et al. Differential inhibition of inflammatory effector functions by petasin, isopetasin and neopetasin in human eosinophils. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology. 2001 Aug;31(8):1310-20.
- [3]. Thomet OA, et al. Role of petasin in the potential anti-inflammatory activity of a plant extract of petasites hybridus. Biochemical pharmacology. 2001 Apr 15;61(8):1041-7.
- [4]. Adachi Y, et al. Petasin activates AMP-activated protein kinase and modulates glucose metabolism. Journal of natural products. 2014 Jun 27;77(6):1262-9.
- [5]. Heishima K, et al. Petasin potently inhibits mitochondrial complex I-based metabolism that supports tumor growth and metastasis. The Journal of clinical investigation. 2021 Sep 01;131(17):e139933.
- [7]. Lyu X, et al. Inhibitory effects of petasin on human colon carcinoma cells mediated by inactivation of Akt/mTOR pathway. Chinese medical journal. 2019 May 05;132(9):1071-1078.
