| Identification | Back Directory | [Name]
Antroquinonol | [CAS]
1010081-09-0 | [Synonyms]
Antroquinonol
2-Cyclohexen-1-one, 4-hydroxy-2,3-dimethoxy-6-methyl-5-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-, (4R,5R,6R)- | [Molecular Formula]
C24H38O4 | [MOL File]
1010081-09-0.mol | [Molecular Weight]
390.56 |
| Chemical Properties | Back Directory | [Boiling point ]
539.3±50.0 °C(Predicted) | [density ]
1.01±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
12.39±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
Antroquinonol ((+)-Antroquinonol), a ubiquinone derivative from the mushroom Antrodia camphorata, has hepatoprotective, anti-inflammatory, and anti-cancer effects[1]. Antroquinonol can be used for the research of colon cancer[2]. Antroquinonol reduces oxidative stress by enhancing the Nrf2 signaling pathway and inhibits inflammation and sclerosis in focal segmental glomerulosclerosis mice[3]. | [Definition]
ChEBI: Antroquinonol is an enone that is cyclohex-2-en-1-one substituted by a hydroxy group at position 4, methoxy groups at positions 2 and 3, a methyl group at position 6 and a (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl group at position 5 (the 4R,5R,6R stereoisomer). It is isolated from the solid-state fermented mycelium of the fungus Antrodia camphorata and has been found to exhibit potent cytotoxicity against a number of human cancer cell lines. However, a synthesis-enabled biological re-examination published in 2016, revealed minimal in vitro and in vivo antitumour activity in preclinical models. It has a role as an antineoplastic agent and a fungal metabolite. It is an enone, a secondary alcohol and an enol ether. | [in vivo]
Antroquinonol is a major active component of a mushroom, namely Antrodia camphorate, and it has inhibitory effects on nitric oxide production and inflammatory reactions.Antroq ameliorates proteinuria, improves renal function, and decreases renal lesions, including EPHL, a severe index of glomerular injury, in FSGS mice[3]. | Animal Model: | 8-week-old female BALB/c mice[3] | | Dosage: | 50 mg/kg | | Administration: | Given daily by gavage until sacrifice | | Result: | Disease-control FSGS mice treated with vehicle showed increased urine protein levels from day 7 after induction of FSGS that continued to increase to the end of the study at day 21. This effect was almost completely suppressed in FSGS mice treated with Antroq, their levels being similar to those in normal control mice.
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| [References]
[1] Zhen-Wei Yi, et al. Antrodin A from mycelium of Antrodia camphorata alleviates acute alcoholic liver injury and modulates intestinal flora dysbiosis in mice. J Ethnopharmacol. 2020 May 23;254:112681. DOI:10.1016/j.jep.2020.112681
[2] Hsien-Chun Lin, et al. Antroquinonol, a Ubiquinone Derivative from the Mushroom Antrodia camphorata, Inhibits Colon Cancer Stem Cell-like Properties: Insights into the Molecular Mechanism and Inhibitory Targets. J Agric Food Chem.2017 Jan 11;65(1):51-59. DOI:10.1021/acs.jafc.6b04101
[3] Pei-Yi Tsai, et al. Antroquinonol reduces oxidative stress by enhancing the Nrf2 signaling pathway and inhibits inflammation and sclerosis in focal segmental glomerulosclerosis mice. Free Radic Biol Med. 2011 Jun 1;50(11):1503-16. DOI:10.1016/j.freeradbiomed.2011.02.029 |
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