Solanesol (BioDeep_00000230523)
Secondary id: BioDeep_00000591668
PANOMIX_OTCML-2023 natural product
代谢物信息卡片
化学式: C45H74O (630.5739)
中文名称: 茄尼醇
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 96.43%
分子结构信息
SMILES: C(O)/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C
InChI: InChI=1S/C45H74O/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-46/h19,21,23,25,27,29,31,33,35,46H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-33+,45-35+
描述信息
Solanesol is a nonaprenol that is hexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol substituted by 9 methyl groups at positions 3, 7, 11, 15, 19, 23, 27, 31 and 35 (the all-trans0stereoisomer). It has a role as a plant metabolite. It is a nonaprenol and a primary alcohol.
Solanesol is a natural product found in Vachellia pennatula, Solanum aculeatissimum, and other organisms with data available.
A nonaprenol that is hexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol substituted by 9 methyl groups at positions 3, 7, 11, 15, 19, 23, 27, 31 and 35 (the all-trans0stereoisomer).
Solanesol is an aliphatic terpene alcohol mainly found in Solanaceous plants, with anti-inflammatory, neuroprotective, and antimicrobial activities[1].
Solanesol is an aliphatic terpene alcohol mainly found in Solanaceous plants, with anti-inflammatory, neuroprotective, and antimicrobial activities[1].
同义名列表
21 个代谢物同义名
2,6,10,14,18,22,26,30,34-Hexatriacontanonaen-1-ol, 3,7,11,15,19,23,27,31,35-nonamethyl-, (2E,6E,10E,14E,18E,22E,26E,30E)-; (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-Nonamethyl-2,6,10,14,18,22,26,30,34-hexa- triacontanonaen-1-ol; (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol; 2,6,10,14,18,22,26,30,34-Hexatriacontanonaen-1-ol, 3,7,11,15,19,23,27,31,35-nonamethyl-, (all-E)-; 2,10,14,18,22,26,30,34-Hexatriacontanonaen-1-ol, 3,7,11,15,19,23,27,31,35-nonamethyl-, (all-E)-; 3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2E,6E,10E,14E,18E,22E,26E,30E,34-nonaen-1-ol; Solanesol from tobacco, >=90\\% (HPLC); AFPLNGZPBSKHHQ-MEGGAXOGSA-N; (C45 all trans polyprenol); Solanesol (Nonaisoprenol); Farnesylfarnesylfarnesol; Solanesol from tobacco; Solanesol (~90\\%); Betulanonaprenol; Solanesol_major; UNII-FF31XTR2N4; SOLANESOL [MI]; Betulaprenol 9; Nonaisoprenol; FF31XTR2N4; solanesol
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:26718
- PubChem: 5477212
- ChEMBL: CHEMBL1567436
- Wikipedia: Solanesol
- LipidMAPS: LMPR01080009
- MeSH: solanesol
- ChemIDplus: 0013190971
- CAS: 13190-97-1
- medchemexpress: HY-N0576
- MetaboLights: MTBLC26718
- LOTUS: LTS0055124
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)
29 个相关的物种来源信息
- 3808 - Acacia: LTS0055124
- 2759 - Eukaryota: LTS0055124
- 3977 - Euphorbiaceae: LTS0055124
- 3803 - Fabaceae: LTS0055124
- 3867 - Lotus: LTS0055124
- 47247 - Lotus corniculatus: LTS0055124
- 1211582 - Lotus corniculatus subsp. corniculatus: 10.1246/BCSJ.43.2174
- 1211582 - Lotus corniculatus subsp. corniculatus: LTS0055124
- 3398 - Magnoliopsida: LTS0055124
- 20202 - Mallotus: LTS0055124
- 29747 - Mallotus japonicus: 10.1246/BCSJ.43.2174
- 29747 - Mallotus japonicus: LTS0055124
- 4085 - Nicotiana: LTS0055124
- 4097 - Nicotiana tabacum: 10.1016/S0021-9673(01)89424-3
- 4097 - Nicotiana tabacum: 10.1021/JF00063A024
- 4097 - Nicotiana tabacum: LTS0055124
- 33090 - Plants: -
- 4070 - Solanaceae: LTS0055124
- 4107 - Solanum: LTS0055124
- 267265 - Solanum aculeatissimum: 10.3109/13880208209055189
- 267265 - Solanum aculeatissimum: LTS0055124
- 267268 - Solanum myriacanthum: 10.3109/13880208209055189
- 267268 - Solanum myriacanthum: LTS0055124
- 35493 - Streptophyta: LTS0055124
- 58023 - Tracheophyta: LTS0055124
- 468162 - Vachellia: LTS0055124
- 138038 - Vachellia pennatula: 10.1007/S10600-005-0133-8
- 138038 - Vachellia pennatula: LTS0055124
- 33090 - Viridiplantae: LTS0055124
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。
亚细胞结构定位 | 关联基因列表 |
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文献列表
- Yiqiu Liu, Musen Lin, Xingrui Mu, Lin Qin, Junyu Deng, Ye Liu, Xingqian Wu, Wenjie He, Huiwen Pang, Felicity Han, Chengxin Sun, Xuqiang Nie. Protective effect of solanesol in glucose-induced hepatocyte injury: Mechanistic insights on oxidative stress and mitochondrial preservation.
Chemico-biological interactions.
2023 Aug; ?(?):110676. doi:
10.1016/j.cbi.2023.110676
. [PMID: 37586544] - Tao Lan, Congcong Yu, Ren Li, Zheng Ma, Xingjun Xi, Qiao Chu. A Simple and Standardized Method for the Determination of Total Solanesol in Potato Leaves and Its Extracts Based on HPLC-MS.
Journal of AOAC International.
2021 May; 104(2):479-484. doi:
10.1093/jaoacint/qsaa111
. [PMID: 33956983] - Brad R Baker, Callum M Ives, Ashley Bray, Martin Caffrey, Stephen A Cochrane. Undecaprenol kinase: Function, mechanism and substrate specificity of a potential antibiotic target.
European journal of medicinal chemistry.
2021 Jan; 210(?):113062. doi:
10.1016/j.ejmech.2020.113062
. [PMID: 33310291] - Simone Röhlen-Schmittgen, Jan Ellenberger, Tanja Groher, Mauricio Hunsche. Boosting leaf contents of rutin and solanesol in bio-waste of Solanum lycopersicum.
Plant physiology and biochemistry : PPB.
2020 Oct; 155(?):888-897. doi:
10.1016/j.plaphy.2020.08.035
. [PMID: 32905983] - Ning Yan, Yanhua Liu, Linqing Liu, Yongmei Du, Xinmin Liu, Hongbo Zhang, Zhongfeng Zhang. Bioactivities and Medicinal Value of Solanesol and Its Accumulation, Extraction Technology, and Determination Methods.
Biomolecules.
2019 08; 9(8):. doi:
10.3390/biom9080334
. [PMID: 31382471] - Marija Banožić, Ines Banjari, Martina Jakovljević, Drago Šubarić, Srećko Tomas, Jurislav Babić, Stela Jokić. Optimization of Ultrasound-Assisted Extraction of Some Bioactive Compounds from Tobacco Waste.
Molecules (Basel, Switzerland).
2019 Apr; 24(8):. doi:
10.3390/molecules24081611
. [PMID: 31022850] - Ning Yan, Yongmei Du, Hongbo Zhang, Zhongfeng Zhang, Xinmin Liu, John Shi, Yanhua Liu. RNA Sequencing Provides Insights into the Regulation of Solanesol Biosynthesis in Nicotiana tabacum Induced by Moderately High Temperature.
Biomolecules.
2018 12; 8(4):. doi:
10.3390/biom8040165
. [PMID: 30544626] - Sidharth Mehan, Vikramdeep Monga, Manju Rani, Rajesh Dudi, Krishna Ghimire. Neuroprotective effect of solanesol against 3-nitropropionic acid-induced Huntington's disease-like behavioral, biochemical, and cellular alterations: Restoration of coenzyme-Q10-mediated mitochondrial dysfunction.
Indian journal of pharmacology.
2018 Nov; 50(6):309-319. doi:
10.4103/ijp.ijp_11_18
. [PMID: 30783323] - Tanja Groher, Simone Schmittgen, Georg Noga, Mauricio Hunsche. Limitation of mineral supply as tool for the induction of secondary metabolites accumulation in tomato leaves.
Plant physiology and biochemistry : PPB.
2018 Sep; 130(?):105-111. doi:
10.1016/j.plaphy.2018.06.033
. [PMID: 29980095] - Emma K Eriksson, Víctor Agmo Hernández, Katarina Edwards. Effect of ubiquinone-10 on the stability of biomimetic membranes of relevance for the inner mitochondrial membrane.
Biochimica et biophysica acta. Biomembranes.
2018 May; 1860(5):1205-1215. doi:
10.1016/j.bbamem.2018.02.015
. [PMID: 29470946] - Kristina M Flavier, Steven G Boxer. Vesicle Fusion Mediated by Solanesol-Anchored DNA.
Biophysical journal.
2017 Sep; 113(6):1260-1268. doi:
10.1016/j.bpj.2017.05.034
. [PMID: 28647061] - Ning Yan, Yanhua Liu, Hongbo Zhang, Yongmei Du, Xinmin Liu, Zhongfeng Zhang. Solanesol Biosynthesis in Plants.
Molecules (Basel, Switzerland).
2017 Mar; 22(4):. doi:
10.3390/molecules22040510
. [PMID: 28333111] - Ning Yan, Hongbo Zhang, Zhongfeng Zhang, John Shi, Michael P Timko, Yongmei Du, Xinmin Liu, Yanhua Liu. Organ- and Growing Stage-Specific Expression of Solanesol Biosynthesis Genes in Nicotiana tabacum Reveals Their Association with Solanesol Content.
Molecules (Basel, Switzerland).
2016 Nov; 21(11):. doi:
10.3390/molecules21111536
. [PMID: 27854285] - Ewa Molińska nee Sosińska, Urszula Klimczak, Joanna Komaszyło, Dorota Derewiaka, Mieczysław Obiedziński, Magdalena Kania, Witold Danikiewicz, Ewa Swiezewska. Double bond stereochemistry influences the susceptibility of short-chain isoprenoids and polyprenols to decomposition by thermo-oxidation.
Lipids.
2015 04; 50(4):359-70. doi:
10.1007/s11745-015-3998-8
. [PMID: 25739731] - Qix Bai, Jia Yu, Mei Su, Rui Bai, Goroh Katumata, Masahiro Katumata, Xiushen Chen. [Antioxidant function of solanesol and its inhibitory effect on tyrosinase].
Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi.
2014 Aug; 31(4):833-6, 841. doi:
"
. [PMID: 25464797] - Xingmin Wang, Yuwen Zhang, Guizhi Zhang, Zhongyi Yin. [Improved extraction of solanesol from tobacco waste by enzymatic cell wall breaking].
Sheng wu gong cheng xue bao = Chinese journal of biotechnology.
2013 Nov; 29(11):1706-10. doi:
"
. [PMID: 24701839] - Matthew O Jones, Laura Perez-Fons, Francesca P Robertson, Peter M Bramley, Paul D Fraser. Functional characterization of long-chain prenyl diphosphate synthases from tomato.
The Biochemical journal.
2013 Feb; 449(3):729-40. doi:
10.1042/bj20120988
. [PMID: 23126257] - Mark A Taylor, Paul D Fraser. Solanesol: added value from Solanaceous waste.
Phytochemistry.
2011 Aug; 72(11-12):1323-7. doi:
10.1016/j.phytochem.2011.03.015
. [PMID: 21459392] - Lequan Qiu, Weijian Wang, Weihong Zhong, Li Zhong, Jianjun Fang, Xuanzhen Li, Shijin Wu, Jianmeng Chen. Coenzyme Q10 production by Sphingomonas sp. ZUTE03 with novel precursors isolated from tobacco waste in a two-phase conversion system.
Journal of microbiology and biotechnology.
2011 May; 21(5):494-502. doi:
10.4014/jmb.1012.12017
. [PMID: 21617346] - Chandran Achutan, Christine West, Charles Mueller, John T Bernert, Bruce Bernard. Environmental tobacco smoke exposure among casino dealers.
Journal of occupational and environmental medicine.
2011 Apr; 53(4):346-51. doi:
10.1097/jom.0b013e318212235f
. [PMID: 21436733] - Naoyuki Ishida. A novel method for analyzing solanesyl esters in tobacco leaves using atmospheric pressure chemical ionization/mass spectrometer.
Journal of chromatography. A.
2010 Sep; 1217(37):5794-801. doi:
10.1016/j.chroma.2010.07.037
. [PMID: 20691974] - Agnieszka Bajda, Dorota Konopka-Postupolska, Magdalena Krzymowska, Jacek Hennig, Karolina Skorupinska-Tudek, Liliana Surmacz, Jacek Wójcik, Zdzislaw Matysiak, Tadeusz Chojnacki, Ewa Skorzynska-Polit, Maria Drazkiewicz, Pawel Patrzylas, Monika Tomaszewska, Magdalena Kania, Malgorzata Swist, Witold Danikiewicz, Wieslawa Piotrowska, Ewa Swiezewska. Role of polyisoprenoids in tobacco resistance against biotic stresses.
Physiologia plantarum.
2009 Apr; 135(4):351-64. doi:
10.1111/j.1399-3054.2009.01204.x
. [PMID: 19292825] - Junhui Chen, Jie Liu, Frank Sen-Chun Lee, Xiaoru Wang. Optimization of HPLC-APCI-MS conditions for the qualitative and quantitative determination of total solanesol in tobacco leaves.
Journal of separation science.
2008 Jan; 31(1):137-42. doi:
10.1002/jssc.200700239
. [PMID: 18095290] - Jiangyong Hu, Yong Liang, Ya Xie, Zhaofeng Huang, Hanzuo Zhong. [Isolation and purification of solanesol from potato leaves by high-speed counter-current chromatography and identification by atmospheric pressure chemical ionization mass spectrometry].
Se pu = Chinese journal of chromatography.
2007 Jul; 25(4):528-31. doi:
"
. [PMID: 17970112] - Yang Zhao, Qizhen Du. Separation of solanesol in tobacco leaves extract by slow rotary counter-current chromatography using a novel non-aqueous two-phase solvent system.
Journal of chromatography. A.
2007 Jun; 1151(1-2):193-6. doi:
10.1016/j.chroma.2007.01.009
. [PMID: 17224160] - Chunjian Zhao, Chunying Li, Yuangang Zu. Rapid and quantitative determination of solanesol in Nicotiana tabacum by liquid chromatography-tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2007 May; 44(1):35-40. doi:
10.1016/j.jpba.2007.01.021
. [PMID: 17317070] - Junhui Chen, Xianping Liu, Xiaoqin Xu, Frank Sen-Chun Lee, Xiaoru Wang. Rapid determination of total solanesol in tobacco leaf by ultrasound-assisted extraction with RP-HPLC and ESI-TOF/MS.
Journal of pharmaceutical and biomedical analysis.
2007 Feb; 43(3):879-85. doi:
10.1016/j.jpba.2006.09.003
. [PMID: 17029669] - Hua-Ying Zhou, Chun-Zhao Liu. Microwave-assisted extraction of solanesol from tobacco leaves.
Journal of chromatography. A.
2006 Sep; 1129(1):135-9. doi:
10.1016/j.chroma.2006.07.083
. [PMID: 16919654] - Hua-Ying Zhou, Chun-Zhao Liu. Rapid determination of solanesol in tobacco by high-performance liquid chromatography with evaporative light scattering detection following microwave-assisted extraction.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 May; 835(1-2):119-22. doi:
10.1016/j.jchromb.2006.02.055
. [PMID: 16563886] - Ei'ichiro Fukusaki, Shinya Takeno, Takeshi Bamba, Hiroshi Okumoto, Hiroko Katto, Shin'ichiro Kajiyama, Akio Kobayashi. Biosynthetic pathway for the C45 polyprenol, solanesol, in tobacco.
Bioscience, biotechnology, and biochemistry.
2004 Sep; 68(9):1988-90. doi:
10.1271/bbb.68.1988
. [PMID: 15388978] - Alan K Armitage, Michael Dixon, Barrie E Frost, Derek C Mariner, Neil M Sinclair. The effect of tobacco blend additives on the retention of nicotine and solanesol in the human respiratory tract and on subsequent plasma nicotine concentrations during cigarette smoking.
Chemical research in toxicology.
2004 Apr; 17(4):537-44. doi:
10.1021/tx0340753
. [PMID: 15089096] - J Zhao, C Wang, X Sun. [Determination of solanesol in the extracts of tobacco leaves by high performance liquid chromatography (HPLC)].
Se pu = Chinese journal of chromatography.
1997 Nov; 15(6):544-5. doi:
"
. [PMID: 15739347] - J S de Ropp, F A Troy. 2H NMR investigation of the organization and dynamics of polyisoprenols in membranes.
The Journal of biological chemistry.
1985 Dec; 260(29):15669-74. doi:
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. [PMID: 4066690]