(±)-Menthyl acetate (BioDeep_00000007650)

 

Secondary id: BioDeep_00000264676, BioDeep_00000396906, BioDeep_00001868479

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(1S,2R,5S)-5-Methyl-2-(propan-2-yl)cyclohexyl acetic acid

化学式: C12H22O2 (198.1619712)
中文名称: [1R-(1α,2β,5α)]-乙酸-5-甲基-2-(1-甲基乙基)环己酯, 乙酸-L-孟酯, 乙酸薄荷酯
谱图信息: 最多检出来源 Macaca mulatta(otcml) 3.41%

分子结构信息

SMILES: CC(=O)OC1CC(C)CCC1C(C)C
InChI: InChI=1S/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3

描述信息

(±)-menthyl acetate, also known as dl-P-menth-3-yl acetate, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes (±)-menthyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (±)-menthyl acetate can be found in cornmint, which makes (±)-menthyl acetate a potential biomarker for the consumption of this food product.
(±)-Menthyl acetate is found in cornmint. (±)-Menthyl acetate is a component of peppermint oil.
?Menthyl acetate (L-Menthyl acetate) is a derivative of L-menthol. ?Menthyl acetate is effective to enhance 5-aminolevulinic acid (ALA) skin permeation[1].
?Menthyl acetate (L-Menthyl acetate) is a derivative of L-menthol. ?Menthyl acetate is effective to enhance 5-aminolevulinic acid (ALA) skin permeation[1].

同义名列表

17 个代谢物同义名

(1S,2R,5S)-5-Methyl-2-(propan-2-yl)cyclohexyl acetic acid; (1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl acetate; (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl acetate; (+)-Menthyl acetic acid; DL-p-Menth-3-yl acetate; (±)-menthyl acetic acid; (+/-)-Menthyl acetate; (DL)-Menthyl acetate; (+-)-Menthyl acetate; (+-)-Menthol acetate; (±)-Menthyl acetate; (+)-Menthyl acetate; (-)-Menthyl Acetate; l-menthyl acetate; ​Menthyl acetate; Menthyl acetate; Menthol acetate



数据库引用编号

24 个数据库交叉引用编号

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代谢反应

0 个相关的代谢反应过程信息。

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  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
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文献列表

  • Djamel Djenane, Mohammed Aïder, Javier Yangüela, Lamia Idir, Diego Gómez, Pedro Roncalés. Antioxidant and antibacterial effects of Lavandula and Mentha essential oils in minced beef inoculated with E. coli O157:H7 and S. aureus during storage at abuse refrigeration temperature. Meat science. 2012 Dec; 92(4):667-74. doi: 10.1016/j.meatsci.2012.06.019. [PMID: 22789458]
  • Asta Judzentiene, Rita Butkiene, Jurga Budiene, Félix Tomi, Joseph Casanova. Composition of seed essential oils of Rhododendron tomentosum. Natural product communications. 2012 Feb; 7(2):227-30. doi: . [PMID: 22474965]
  • Jing Li, Jing Dong, Jia-Zhang Qiu, Jian-Feng Wang, Ming-Jing Luo, Hong-En Li, Bing-Feng Leng, Wen-Zhi Ren, Xu-Ming Deng. Peppermint oil decreases the production of virulence-associated exoproteins by Staphylococcus aureus. Molecules (Basel, Switzerland). 2011 Feb; 16(2):1642-54. doi: 10.3390/molecules16021642. [PMID: 21326141]
  • Rajesh Arora, R Chawla, Rohit Marwah, P Arora, R K Sharma, Vinod Kaushik, R Goel, A Kaur, M Silambarasan, R P Tripathi, J R Bhardwaj. Potential of Complementary and Alternative Medicine in Preventive Management of Novel H1N1 Flu (Swine Flu) Pandemic: Thwarting Potential Disasters in the Bud. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):586506. doi: 10.1155/2011/586506. [PMID: 20976081]
  • Jorge M S Faria, Inês S Nunes, A Cristina Figueiredo, Luis G Pedro, Helena Trindade, José G Barroso. Biotransformation of menthol and geraniol by hairy root cultures of Anethum graveolens: effect on growth and volatile components. Biotechnology letters. 2009 Jun; 31(6):897-903. doi: 10.1007/s10529-009-9934-3. [PMID: 19205895]
  • V Sfara, E N Zerba, Raúl A Alzogaray. Fumigant insecticidal activity and repellent effect of five essential oils and seven monoterpenes on first-instar nymphs of Rhodnius prolixus. Journal of medical entomology. 2009 May; 46(3):511-5. doi: 10.1603/033.046.0315. [PMID: 19496421]
  • Marina D Soković, Jelena Vukojević, Petar D Marin, Dejan D Brkić, Vlatka Vajs, Leo J L D van Griensven. Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities. Molecules (Basel, Switzerland). 2009 Jan; 14(1):238-49. doi: 10.3390/molecules14010238. [PMID: 19136911]
  • George K Dresser, Vincent Wacher, Susan Wong, Harrison T Wong, David G Bailey. Evaluation of peppermint oil and ascorbyl palmitate as inhibitors of cytochrome P4503A4 activity in vitro and in vivo. Clinical pharmacology and therapeutics. 2002 Sep; 72(3):247-55. doi: 10.1067/mcp.2002.126409. [PMID: 12235445]
  • M Maffei, W Camusso, S Sacco. Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential. Phytochemistry. 2001 Nov; 58(5):703-7. doi: 10.1016/s0031-9422(01)00313-2. [PMID: 11672734]
  • T Umezu, A Sakata, H Ito. Ambulation-promoting effect of peppermint oil and identification of its active constituents. Pharmacology, biochemistry, and behavior. 2001 Jul; 69(3-4):383-90. doi: 10.1016/s0091-3057(01)00543-3. [PMID: 11509195]