p-Menthane-3,8-diol (BioDeep_00000005027)

 

Secondary id: BioDeep_00000638383, BioDeep_00001868654

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds natural product


代谢物信息卡片


(1R,2R,5R)-2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanol;(1R,3R,4R)-2-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol;(1R,3R,4R)-p-menthane-3,8-diol

化学式: C10H20O2 (172.14632200000003)
中文名称: 孟二醇, 薄荷糖醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.17%

分子结构信息

SMILES: CC1CCC(C(C)(C)O)C(O)C1
InChI: InChI=1S/C10H20O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h7-9,11-12H,4-6H2,1-3H3

描述信息

p-Menthane-3,8-diol is found in fruits. p-Menthane-3,8-diol is a constituent of the roots of Litsea cubeba (mountain pepper).p-Menthane-3,8-diol, also known as para-menthane-3,8-diol and PMD, is an active ingredient used in insect repellents. It smells similar to menthol and acts as a coolant. PMD is found in the oil within leaves of the Eucalyptus citriodora tree. This tree is native to Australia, but is now cultivated in many warm places around the world. This oil, when refined for use in insect repellents, is known as Oil of Lemon Eucalyptus or, more commonly, Citriodiol. Typically, Citriodiol contains 64\\% PMD (a mixture of the cis and trans isomers of p-menthane-3,8-diol). Citriodiol has been notified under the European Biocidal Products Directive (BPD) 98/8/EC and is currently proceeding through the registration process with the Heath and Safety Executive in the UK. It is the only natural ingredient that can now be used as an insect repellent
D019141 - Respiratory System Agents > D005100 - Expectorants
Constituent of the roots of Litsea cubeba (mountain pepper)

同义名列表

25 个代谢物同义名

(1R,2R,5R)-2-(1-hydroxy-1-methylethyl)-5-methylcyclohexanol;(1R,3R,4R)-2-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol;(1R,3R,4R)-p-menthane-3,8-diol; (1R,2R,5R)-2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol; 2-Hydroxy-alpha,alpha,4-trimethyl-cyclohexanemethanol; 2-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol; 2-Hydroxy-a,a,4-trimethylcyclohexanemethanol, 9ci; 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexan-1-ol; 2-(1-Hydroxy-1-methylethyl)-5-methylcyclohexanol; 2-(2-hydroxypropan-2-yl)-5-methylcyclohexanol; 2-(2-Hydroxy-2-propyl)-5-methyl-cyclohexanol; 1β,3β,4α-p-menthane-3,8-diol; (1Alpha,3beta,4beta)-P-Menthane-3,8-diol; cis-1,3,trans-1,4-P-Menthane-3,8-diol; terpin, monohydrate(cis)-isomer; terpin, titanium (+4) salt; para-menthane-3,8-diol; p-menthane-3,8-diol; p-menthane-1,8-diol; Isopulegol hydrate; terpin hydrate; Menthoglycol; geranodyle; Cubebaol; Terpin; p-Menthane-3,8-diol; Menthoglycol



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

18 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • 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。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Pingxi Xu, Fangfang Zeng, Robert H Bedoukian, Walter S Leal. DEET and other repellents are inhibitors of mosquito odorant receptors for oviposition attractants. Insect biochemistry and molecular biology. 2019 10; 113(?):103224. doi: 10.1016/j.ibmb.2019.103224. [PMID: 31446031]
  • Scott P Carroll, Jeffrey Venturino, John H Davies. A Milestone In Botanical Mosquito Repellents: Novel PMD-Based Formulation Protects More Than Twice As Long As High-Concentration Deet and Other Leading Products. Journal of the American Mosquito Control Association. 2019 09; 35(3):186-191. doi: 10.2987/19-6824.1. [PMID: 31647713]
  • John F Anderson, Francis J Ferrandino, Michael P Vasil, Robert H Bedoukian, Marie Maher, Karen McKenzie. Repellency of Naturally Occurring or Related Compounds, DEET, and Para-Menthane-3,8-Diol to Bed Bugs (Hemiptera: Cimicidae). Journal of medical entomology. 2018 05; 55(3):666-672. doi: 10.1093/jme/tjx253. [PMID: 29415167]
  • Cameron E Webb, Isabel Mr Hess. A review of recommendations on the safe and effective use of topical mosquito repellents. Public health research & practice. 2016 Dec; 26(5):. doi: 10.17061/phrp2651657. [PMID: 27997936]
  • A K Murchie, S Clawson, I Rea, I W N Forsythe, A W Gordon, S Jess. DEET (N,N-diethyl-meta-toluamide)/PMD (para-menthane-3,8-diol) repellent-treated mesh increases Culicoides catches in light traps. Parasitology research. 2016 Sep; 115(9):3543-9. doi: 10.1007/s00436-016-5119-x. [PMID: 27179956]
  • Cameron E Webb. Are we doing enough to promote the effective use of mosquito repellents?. The Medical journal of Australia. 2015 Feb; 202(3):128-9. doi: 10.5694/mja14.01237. [PMID: 25669466]
  • Pingxi Xu, Young-Moo Choo, Alyssa De La Rosa, Walter S Leal. Mosquito odorant receptor for DEET and methyl jasmonate. Proceedings of the National Academy of Sciences of the United States of America. 2014 Nov; 111(46):16592-7. doi: 10.1073/pnas.1417244111. [PMID: 25349401]
  • David J Menger, Bruno Otieno, Marjolein de Rijk, W Richard Mukabana, Joop J A van Loon, Willem Takken. A push-pull system to reduce house entry of malaria mosquitoes. Malaria journal. 2014 Mar; 13(?):119. doi: 10.1186/1475-2875-13-119. [PMID: 24674451]
  • M D Wilson, M Osei-Atweneboana, D A Boakye, I Osei-Akoto, E Obuobi, C Wiafe, A Kiszewski. Efficacy of DEET and non-DEET-based insect repellents against bites of Simulium damnosum vectors of onchocerciasis. Medical and veterinary entomology. 2013 Jun; 27(2):226-31. doi: 10.1111/j.1365-2915.2012.01054.x. [PMID: 23167529]
  • Erika Santamaría, Olga Lucía Cabrera, Yaneth Zipa, Raúl Hernando Pardo. [Field efficacy of repellent formulation containing para-menthane-3,8-diol and lemongrass against Culicoides pachymerus (Diptera: Ceratopogonidae) in Colombia]. Biomedica : revista del Instituto Nacional de Salud. 2012 Sep; 32(3):457-60. doi: 10.1590/s0120-41572012000300016. [PMID: 23715194]
  • Adrian Martin Pohlit, Norberto Peporine Lopes, Renata Antonaci Gama, Wanderli Pedro Tadei, Valter Ferreira de Andrade Neto. Patent literature on mosquito repellent inventions which contain plant essential oils--a review. Planta medica. 2011 Apr; 77(6):598-617. doi: 10.1055/s-0030-1270723. [PMID: 21328177]
  • Marta Ferreira Maia, Sarah J Moore. Plant-based insect repellents: a review of their efficacy, development and testing. Malaria journal. 2011 Mar; 10 Suppl 1(?):S11. doi: 10.1186/1475-2875-10-s1-s11. [PMID: 21411012]
  • Cielo Pasay, Kate Mounsey, Graeme Stevenson, Rohan Davis, Larry Arlian, Marjorie Morgan, Diann Vyszenski-Moher, Kathy Andrews, James McCarthy. Acaricidal activity of eugenol based compounds against scabies mites. PloS one. 2010 Aug; 5(8):e12079. doi: 10.1371/journal.pone.0012079. [PMID: 20711455]
  • Sarah J Moore, Samuel T Darling, Moisés Sihuincha, Norma Padilla, Gregor J Devine. A low-cost repellent for malaria vectors in the Americas: results of two field trials in Guatemala and Peru. Malaria journal. 2007 Aug; 6(?):101. doi: 10.1186/1475-2875-6-101. [PMID: 17678537]
  • Thomas G T Jaenson, Samira Garboui, Katinka Palsson. Repellency of oils of lemon eucalyptus, geranium, and lavender and the mosquito repellent MyggA natural to Ixodes ricinus (Acari: Ixodidae) in the laboratory and field. Journal of medical entomology. 2006 Jul; 43(4):731-6. doi: 10.1603/0022-2585(2006)43[731:rooole]2.0.co;2. [PMID: 16892632]
  • Yuwadee Trongtokit, Christopher F Curtis, Yupha Rongsriyam. Efficacy of repellent products against caged and free flying Anopheles stephensi mosquitoes. The Southeast Asian journal of tropical medicine and public health. 2005 Nov; 36(6):1423-31. doi: . [PMID: 16610644]
  • L G Kirton. Laboratory and field tests of the effectiveness of the lemon-eucalyptus extract, Citridiol, as a repellent against land leeches of the genus Haemadipsa (Haemadipsidae). Annals of tropical medicine and parasitology. 2005 Oct; 99(7):695-714. doi: 10.1179/136485905x51517. [PMID: 16212803]
  • Stephen S Barasa, Isaiah O Ndiege, Wilber Lwande, Ahmed Hassanali. Repellent activities of stereoisomers of p-menthane-3,8-diols against Anopheles gambiae (Diptera: Culicidae). Journal of medical entomology. 2002 Sep; 39(5):736-41. doi: 10.1603/0022-2585-39.5.736. [PMID: 12349856]
  • Sarah J Moore, Annick Lenglet, Nigel Hill. Field evaluation of three plant-based insect repellents against malaria vectors in Vaca Diez Province, the Bolivian Amazon. Journal of the American Mosquito Control Association. 2002 Jun; 18(2):107-10. doi: ". [PMID: 12083351]
  • S P Osinskiĭ, M S Povzhitkova. [Acid-base and water-electrolyte status in animals with experimental tumors]. Voprosy onkologii. 1977 Jan; 23(1):58-62. doi: NULL. [PMID: 16402]