Verbenol (BioDeep_00000019837)

   

human metabolite Endogenous


代谢物信息卡片


bicyclo(3.1.1)Hept-3-en-2-ol, 4,6,6-trimethyl- (9ci)

化学式: C10H16O (152.12010859999998)
中文名称: 马鞭烯醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC(C2CC1C2(C)C)O
InChI: InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3

描述信息

Flavouring ingredient. Verbenol is found in many foods, some of which are hyssop, rosemary, spearmint, and wild celery.
Verbenol is found in hyssop. Verbenol is a flavouring ingredien

同义名列表

26 个代谢物同义名

bicyclo(3.1.1)Hept-3-en-2-ol, 4,6,6-trimethyl- (9ci); 4-Hydroxy-2,6,6-trimethylbicyclo(3.1.1)hept-2-ene; 4,6,6-trimethylbicyclo[3.1.1]Hept-3-en-2-ol, 9ci; 4,6,6-Trimethyl-bicyclo(3.1.1)hept-3-en-2-ol; 4,6,6-Trimethyl-bicyclo[3.1.1]hept-3-en-2-ol; Verbenol, (1R-(1alpha,2alpha,5alpha))-isomer; 4,6,6-Trimethyl-bicyclo[3,1,1]hept-3-en-2-ol; Verbenol, (1S-(1alpha,2alpha,5alpha))-isomer; 4,6,6-trimethylbicyclo(3.1.1)Hept-3-en-2-ol; Verbenol, (1S-(1alpha,2beta,5alpha))-isomer; Verbenol, (1R-(1alpha,2beta,5alpha))-isomer; 4,6,6-trimethylbicyclo[3.1.1]Hept-3-en-2-ol; Verbenol, (1alpha,2alpha,5alpha)-isomer; Verbenol, (1alpha,2beta,5alpha)-isomer; 2-Pinen-4-ol (8ci); (S)-cis-Verbenol; trans-Verbenol; (e)-Verbenol; cis-verbenol; (+)-Verbenol; Pinen-4-ol; D-Verbenol; PINEN-4-O1; FEMA 3594; VERBENOL; Berbenol



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

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)

PathBank(0)

PharmGKB(0)

5 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

  • Lexiao Jin, Zhengzhi Xie, Pawel Lorkiewicz, Sanjay Srivastava, Aruni Bhatnagar, Daniel J Conklin. Endothelial-dependent Relaxation of Alpha-Pinene and Two Metabolites, Myrtenol and Verbenol, in Isolated Murine Blood Vessels. American journal of physiology. Heart and circulatory physiology. 2023 Oct; ?(?):. doi: 10.1152/ajpheart.00380.2023. [PMID: 37889254]
  • Tobias Frühbrodt, Baoguo Du, Horst Delb, Tim Burzlaff, Jürgen Kreuzwieser, Peter H W Biedermann. Know When You Are Too Many: Density-Dependent Release of Pheromones During Host Colonisation by the European Spruce Bark Beetle, Ips typographus (L.). Journal of chemical ecology. 2023 Oct; ?(?):. doi: 10.1007/s10886-023-01453-y. [PMID: 37789096]
  • Maria Sousa, Göran Birgersson, Kristina Karlsson Green, Marc Pollet, Paul G Becher. Odors Attracting the Long-Legged Predator Medetera signaticornis Loew to Ips typographus L. Infested Norway Spruce Trees. Journal of chemical ecology. 2023 Jan; ?(?):. doi: 10.1007/s10886-023-01405-6. [PMID: 36717509]
  • Qingjie Cao, Tuuli-Marjaana Koski, Huiping Li, Chi Zhang, Jianghua Sun. The effect of inactivation of aldehyde dehydrogenase on pheromone production by a gut bacterium of an invasive bark beetle, Dendroctonus valens. Insect science. 2022 Aug; ?(?):. doi: 10.1111/1744-7917.13101. [PMID: 36003004]
  • Leila Gimenes, Júlio César R Lopes Silva, Roselaine Facanali, Leandro Wang Hantao, Walter José Siqueira, Marcia Ortiz Mayo Marques. Essential Oils of New Lippia alba Genotypes Analyzed by Flow-Modulated Comprehensive Two-Dimensional Gas Chromatography (GC×GC) and Chemometric Analysis. Molecules (Basel, Switzerland). 2021 Apr; 26(8):. doi: 10.3390/molecules26082332. [PMID: 33923848]
  • C X Wu, F Liu, S F Zhang, X B Kong, Z Zhang. Semiochemical Regulation of the Intraspecific and Interspecific Behavior of Tomicus yunnanensis and Tomicus minor during the Shoot-Feeding Phase. Journal of chemical ecology. 2019 Mar; 45(3):227-240. doi: 10.1007/s10886-019-01048-6. [PMID: 30796677]
  • Gloria Yaluff, Celeste Vega, Nelson Alvarenga. In vitro antiprotozoal activity of (S)-cis-Verbenol against Leishmania spp. and Trypanosoma cruzi. Acta tropica. 2017 Apr; 168(?):41-44. doi: 10.1016/j.actatropica.2016.12.013. [PMID: 28062234]
  • Lukas Schmidt, Thomas Göen. Human metabolism of α-pinene and metabolite kinetics after oral administration. Archives of toxicology. 2017 Feb; 91(2):677-687. doi: 10.1007/s00204-015-1656-9. [PMID: 26679931]
  • Fredrik Schlyter, Rastislav Jakuš, Fu-Zhong Han, Jian-Hai Ma, Blanka Kalinová, Pavel Mezei, Jiang-Hua Sun, Liana Ujhelyiová, Qing-He Zhang. Reproductive Isolation of Ips nitidus and I. shangrila in Mountain Forests of Western China: Responses to Chiral and Achiral Candidate Pheromone Components. Journal of chemical ecology. 2015 Jul; 41(7):678-88. doi: 10.1007/s10886-015-0594-6. [PMID: 26112107]
  • Opeyemi N Avoseh, Ope-oluwa O Oyedeji, Kayode Aremu, Benedicta N Nkeh-Chungag, Sandile P Songca, Samuel O Oluwafemi, Adebola O Oyedeji. Chemical composition and anti-inflammatory activities of the essential oils from Acacia mearnsii de Wild. Natural product research. 2015; 29(12):1184-8. doi: 10.1080/14786419.2014.983504. [PMID: 25422136]
  • Ana T Rufino, Madalena Ribeiro, Fernando Judas, Lígia Salgueiro, Maria C Lopes, Carlos Cavaleiro, Alexandrina F Mendes. Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity. Journal of natural products. 2014 Feb; 77(2):264-9. doi: 10.1021/np400828x. [PMID: 24455984]
  • Kandasamy Karthikeyan, Samuthirapandi Muniasamy, Devaraj SankarGanesh, Shanmugam Achiraman, Veluchamy Ramesh Saravanakumar, Govindaraju Archunan. Faecal chemical cues in water buffalo that facilitate estrus detection. Animal reproduction science. 2013 May; 138(3-4):163-7. doi: 10.1016/j.anireprosci.2013.02.017. [PMID: 23570909]
  • Federica Pellati, Francesco Epifano, Nicoletta Contaldo, Giulia Orlandini, Lisa Cavicchi, Salvatore Genovese, Davide Bertelli, Stefania Benvenuti, Massimo Curini, Assunta Bertaccini, Maria Grazia Bellardi. Chromatographic methods for metabolite profiling of virus- and phytoplasma-infected plants of Echinacea purpurea. Journal of agricultural and food chemistry. 2011 Oct; 59(19):10425-34. doi: 10.1021/jf2025677. [PMID: 21830789]
  • Abdel-Hadi Al-Ja'fari, Roser Vila, Blanca Freixa, Felix Tomi, Joseph Casanova, Joan Costa, Salvador Cañigueral. Composition and antifungal activity of the essential oil from the rhizome and roots of Ferula hermonis. Phytochemistry. 2011 Aug; 72(11-12):1406-13. doi: 10.1016/j.phytochem.2011.04.013. [PMID: 21609848]
  • Martin N Andersson, Muhammad Binyameen, Medhat M Sadek, Fredrik Schlyter. Attraction modulated by spacing of pheromone components and anti-attractants in a bark beetle and a moth. Journal of chemical ecology. 2011 Aug; 37(8):899-911. doi: 10.1007/s10886-011-9995-3. [PMID: 21750948]
  • Gary J Blomquist, Rubi Figueroa-Teran, Mory Aw, Minmin Song, Andrew Gorzalski, Nicole L Abbott, Eric Chang, Claus Tittiger. Pheromone production in bark beetles. Insect biochemistry and molecular biology. 2010 Oct; 40(10):699-712. doi: 10.1016/j.ibmb.2010.07.013. [PMID: 20727970]
  • Martin N Andersson, Mattias C Larsson, Miroslav Blazenec, Rastislav Jakus, Qing-He Zhang, Fredrik Schlyter. Peripheral modulation of pheromone response by inhibitory host compound in a beetle. The Journal of experimental biology. 2010 Oct; 213(Pt 19):3332-9. doi: 10.1242/jeb.044396. [PMID: 20833926]
  • Qing-He Zhang, Fredrik Schlyter. Inhibition of predator attraction to kairomones by non-host plant volatiles for herbivores: a bypass-trophic signal. PloS one. 2010 Jun; 5(6):e11063. doi: 10.1371/journal.pone.0011063. [PMID: 20548795]
  • Martin N Andersson, Mattias C Larsson, Fredrik Schlyter. Specificity and redundancy in the olfactory system of the bark beetle Ips typographus: single-cell responses to ecologically relevant odors. Journal of insect physiology. 2009 Jun; 55(6):556-67. doi: 10.1016/j.jinsphys.2009.01.018. [PMID: 19233334]
  • Roland J W Meesters, Mike Duisken, Heike Jähnigen, Juliane Hollender. Sensitive determination of monoterpene alcohols in urine by HPLC-FLD combined with ESI-MS detection after online-solid phase extraction of the monoterpene-coumarincarbamate derivates. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Nov; 875(2):444-50. doi: 10.1016/j.jchromb.2008.09.024. [PMID: 18845490]
  • Katinka Pålsson, Thomas G T Jaenson, Peter Baeckström, Anna-Karin Borg-Karlson. Tick repellent substances in the essential oil of Tanacetum vulgare. Journal of medical entomology. 2008 Jan; 45(1):88-93. doi: 10.1603/0022-2585(2008)45[88:trsite]2.0.co;2. [PMID: 18283947]
  • Deepa S Pureswaran, Brian T Sullivan, Matthew P Ayres. High individual variation in pheromone production by tree-killing bark beetles (Coleoptera: Curculionidae: Scolytinae). Die Naturwissenschaften. 2008 Jan; 95(1):33-44. doi: 10.1007/s00114-007-0292-5. [PMID: 17661002]
  • M Farzaneh, M Ahmadzadeh, J Hadian, A Sharifi Tehrani. Chemical composition and antifungal activity of the essential oils of three species of Artemisia on some soil-borne phytopathogens. Communications in agricultural and applied biological sciences. 2006; 71(3 Pt B):1327-33. doi: ". [PMID: 17390897]
  • T Røstelien, M Stranden, A-K Borg-Karlson, H Mustaparta. Olfactory receptor neurons in two Heliothine moth species responding selectively to aliphatic green leaf volatiles, aromatic compounds, monoterpenes and sesquiterpenes of plant origin. Chemical senses. 2005 Jun; 30(5):443-61. doi: 10.1093/chemse/bji039. [PMID: 15917371]
  • I Liljelind, S Rappaport, K Eriksson, J Andersson, I A Bergdahl, A-L Sunesson, B Järvholm. Exposure assessment of monoterpenes and styrene: a comparison of air sampling and biomonitoring. Occupational and environmental medicine. 2003 Aug; 60(8):599-603. doi: 10.1136/oem.60.8.599. [PMID: 12883022]
  • R C Mühlbauer, A Lozano, S Palacio, A Reinli, R Felix. Common herbs, essential oils, and monoterpenes potently modulate bone metabolism. Bone. 2003 Apr; 32(4):372-80. doi: 10.1016/s8756-3282(03)00027-9. [PMID: 12689680]
  • Stephen G Bell, Xuehui Chen, Rebecca J Sowden, Feng Xu, Jennifer N Williams, Luet-Lok Wong, Zihe Rao. Molecular recognition in (+)-alpha-pinene oxidation by cytochrome P450cam. Journal of the American Chemical Society. 2003 Jan; 125(3):705-14. doi: 10.1021/ja028460a. [PMID: 12526670]
  • Frank Sandner, Jennifer Fornara, Wolfgang Dott, Juliane Hollender. Sensitive biomonitoring of monoterpene exposure by gas chromatographic-mass spectrometric measurement of hydroxy terpenes in urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Nov; 780(2):225-30. doi: 10.1016/s1570-0232(02)00469-5. [PMID: 12401347]
  • Christina Rosenberg, Tuula Liukkonen, Tarja Kallas-Tarpila, Anne Ruonakangas, Riikka Ranta, Markku Nurminen, Irma Welling, Paavo Jäppinen. Monoterpene and wood dust exposures: work-related symptoms among Finnish sawmill workers. American journal of industrial medicine. 2002 Jan; 41(1):38-53. doi: 10.1002/ajim.10033. [PMID: 11757054]
  • J Li, J Lu. [Study on chemical constituents of Dendranthema morifolium by GC-MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2001 Sep; 24(9):642-3. doi: . [PMID: 11799772]
  • J O Levin, K Eriksson, A Falk, A Löf. Renal elimination of verbenols in man following experimental alpha-pinene inhalation exposure. International archives of occupational and environmental health. 1992; 63(8):571-3. doi: 10.1007/bf00386348. [PMID: 1587632]
  • K Eriksson, J O Levin. Identification of cis- and trans-verbenol in human urine after occupational exposure to terpenes. International archives of occupational and environmental health. 1990; 62(5):379-83. doi: 10.1007/bf00381368. [PMID: 2228258]