Sesamolin (BioDeep_00000018229)

 

Secondary id: BioDeep_00000230070, BioDeep_00000618864, BioDeep_00000867912

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


5-[4-(2H-1,3-benzodioxol-5-yloxy)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

化学式: C20H18O7 (370.1052478)
中文名称: 芝麻林素, 芝麻林素
谱图信息: 最多检出来源 Viridiplantae(plant) 0.06%

分子结构信息

SMILES: C1C2C(COC2OC3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6
InChI: InChI=1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2

描述信息

Constituent of sesame oil. Sesamolin is found in flaxseed, fats and oils, and sesame.
Sesamolin is found in fats and oils. Sesamolin is a constituent of sesame oil.
Sesaminol, isolated from Sesamum indicum, has antioxidative activity, Sesaminol inhibits lipid peroxidation and shows neuroprotection effect. Sesaminol potently inhibits MAPK cascades by preventing phosphorylation of JNK, p38 MAPKs, and caspase-3 but not ERK-MAPK expression[1][2][3][4].
Sesaminol, isolated from Sesamum indicum, has antioxidative activity, Sesaminol inhibits lipid peroxidation and shows neuroprotection effect. Sesaminol potently inhibits MAPK cascades by preventing phosphorylation of JNK, p38 MAPKs, and caspase-3 but not ERK-MAPK expression[1][2][3][4].

同义名列表

4 个代谢物同义名

5-[4-(2H-1,3-benzodioxol-5-yloxy)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole; (+)-sesamolin; Sesamolinol; SESAMOLIN



数据库引用编号

10 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)

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

  • Kuo-Ching Jan, Yi-Wei Chang, Lucy Sun Hwang, Chi-Tang Ho. Tissue distribution and cytochrome P450 inhibition of sesaminol and its tetrahydrofuranoid metabolites. Journal of agricultural and food chemistry. 2012 Sep; 60(35):8616-23. doi: 10.1021/jf302699f. [PMID: 22894606]
  • Raphael Grougnet, Prokopios Magiatis, Helene Laborie, Despina Lazarou, Athanasios Papadopoulos, Alexios-Leandros Skaltsounis. Sesamolinol glucoside, disaminyl ether, and other lignans from sesame seeds. Journal of agricultural and food chemistry. 2012 Jan; 60(1):108-11. doi: 10.1021/jf2040687. [PMID: 22148167]
  • Dong-Keun Yi, Ki-Joong Kim. Complete chloroplast genome sequences of important oilseed crop Sesamum indicum L. PloS one. 2012; 7(5):e35872. doi: 10.1371/journal.pone.0035872. [PMID: 22606240]
  • Tao Ke, Caihua Dong, Han Mao, Yingzhong Zhao, Hong Chen, Hongyan Liu, Xuyan Dong, Chaobo Tong, Shengyi Liu. Analysis of expression sequence tags from a full-length-enriched cDNA library of developing sesame seeds (Sesamum indicum). BMC plant biology. 2011 Dec; 11(?):180. doi: 10.1186/1471-2229-11-180. [PMID: 22195973]
  • Wenliang Wei, Xiaoqiong Qi, Linhai Wang, Yanxin Zhang, Wei Hua, Donghua Li, Haixia Lv, Xiurong Zhang. Characterization of the sesame (Sesamum indicum L.) global transcriptome using Illumina paired-end sequencing and development of EST-SSR markers. BMC genomics. 2011 Sep; 12(?):451. doi: 10.1186/1471-2164-12-451. [PMID: 21929789]
  • Chifumi Kinugasa, Aki Naemura, Kanae Hyodo, Yoshiki Nakai, Masumi Katsuta, Junichiro Yamamoto. Experimental antithrombotic effects of sesame seed whole grains and extracts. Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis. 2011 Sep; 22(6):526-31. doi: 10.1097/mbc.0b013e328347b085. [PMID: 21577091]
  • Jatuporn Wichitsranoi, Natthida Weerapreeyakul, Patcharee Boonsiri, Chatri Settasatian, Nongnuch Settasatian, Nantarat Komanasin, Suchart Sirijaichingkul, Yaovalak Teerajetgul, Nuchanart Rangkadilok, Naruemon Leelayuwat. Antihypertensive and antioxidant effects of dietary black sesame meal in pre-hypertensive humans. Nutrition journal. 2011 Aug; 10(?):82. doi: 10.1186/1475-2891-10-82. [PMID: 21827664]
  • Peiyuan F Hsieh, Chien-Wei Hou, Pei-Wun Yao, Szu-Pei Wu, Yu-Fen Peng, Mei-Lin Shen, Ching-Huei Lin, Ya-Yun Chao, Ming-Hong Chang, Kee-Ching Jeng. Sesamin ameliorates oxidative stress and mortality in kainic acid-induced status epilepticus by inhibition of MAPK and COX-2 activation. Journal of neuroinflammation. 2011 May; 8(?):57. doi: 10.1186/1742-2094-8-57. [PMID: 21609430]
  • Prisna Pianjing, Apinya Thiantanawat, Nuchanart Rangkadilok, Piyajit Watcharasit, Chulabhorn Mahidol, Jutamaad Satayavivad. Estrogenic activities of sesame lignans and their metabolites on human breast cancer cells. Journal of agricultural and food chemistry. 2011 Jan; 59(1):212-21. doi: 10.1021/jf102006w. [PMID: 21141889]
  • Afaf Kamal-Eldin, Ali Moazzami, Sidiga Washi. Sesame seed lignans: potent physiological modulators and possible ingredients in functional foods & nutraceuticals. Recent patents on food, nutrition & agriculture. 2011 Jan; 3(1):17-29. doi: 10.2174/2212798411103010017. [PMID: 21114470]
  • A N Martinchik. [Nutritional value of sesame seeds]. Voprosy pitaniia. 2011; 80(3):41-3. doi: ". [PMID: 21842753]
  • Kazuo Sakai, Satoko Kino, Masao Takeuchi, Tairin Ochi, Giuseppe Da Cruz, Isao Tomita. Analysis of antioxidant activities in vegetable oils and fat soluble vitamins and biofactors by the PAO-SO method. Methods in molecular biology (Clifton, N.J.). 2010; 594(?):241-50. doi: 10.1007/978-1-60761-411-1_16. [PMID: 20072921]
  • Xuebo Liu, Naruomi Yamada, Toshihiko Osawa. Assessing the neuroprotective effect of antioxidant food factors by application of lipid-derived dopamine modification adducts. Methods in molecular biology (Clifton, N.J.). 2010; 594(?):263-73. doi: 10.1007/978-1-60761-411-1_18. [PMID: 20072923]
  • Kuo-Ching Jan, Chi-Tang Ho, Lucy Sun Hwang. Elimination and metabolism of sesamol, a bioactive compound in sesame oil, in rats. Molecular nutrition & food research. 2009 May; 53 Suppl 1(?):S36-43. doi: 10.1002/mnfr.200800214. [PMID: 19156718]
  • Takashi Ide, Jin Seon Lim, Tseye-Oidov Odbayar, Yasutaka Nakashima. Comparative study of sesame lignans (sesamin, episesamin and sesamolin) affecting gene expression profile and fatty acid oxidation in rat liver. Journal of nutritional science and vitaminology. 2009 Feb; 55(1):31-43. doi: 10.3177/jnsv.55.31. [PMID: 19352061]
  • Takashi Ide, Yasutaka Nakashima, Hiroshi Iida, Satoko Yasumoto, Masumi Katsuta. Lipid metabolism and nutrigenomics - impact of sesame lignans on gene expression profiles and fatty acid oxidation in rat liver. Forum of nutrition. 2009; 61(?):10-24. doi: 10.1159/000212735. [PMID: 19367107]
  • Vicky Lahaie-Collins, Julie Bournival, Marilyn Plouffe, Julie Carange, Maria-Grazia Martinoli. Sesamin modulates tyrosine hydroxylase, superoxide dismutase, catalase, inducible NO synthase and interleukin-6 expression in dopaminergic cells under MPP+-induced oxidative stress. Oxidative medicine and cellular longevity. 2008 Oct; 1(1):54-62. doi: 10.4161/oxim.1.1.6958. [PMID: 19794909]
  • Kuo-Ching Jan, Chi-Tang Ho, Lucy Sun Hwang. Bioavailability and tissue distribution of sesamol in rat. Journal of agricultural and food chemistry. 2008 Aug; 56(16):7032-7. doi: 10.1021/jf8012647. [PMID: 18636732]
  • Divya Sukumar, Ranjith Arimboor, C Arumughan. HPTLC fingerprinting and quantification of lignans as markers in sesame oil and its polyherbal formulations. Journal of pharmaceutical and biomedical analysis. 2008 Aug; 47(4-5):795-801. doi: 10.1016/j.jpba.2008.03.018. [PMID: 18448304]
  • Hernán Laurentin, Astrid Ratzinger, Petr Karlovsky. Relationship between metabolic and genomic diversity in sesame (Sesamum indicum L.). BMC genomics. 2008 May; 9(?):250. doi: 10.1186/1471-2164-9-250. [PMID: 18510719]
  • André B Konan, Jacques Y Datté, Paul A Yapo. Nitric oxide pathway-mediated relaxant effect of aqueous sesame leaves extract (Sesamum radiatum Schum. & Thonn.) in the guinea-pig isolated aorta smooth muscle. BMC complementary and alternative medicine. 2008 May; 8(?):23. doi: 10.1186/1472-6882-8-23. [PMID: 18505582]
  • Jin Seon Lim, Yoshikazu Adachi, Yoko Takahashi, Takashi Ide. Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats. The British journal of nutrition. 2007 Jan; 97(1):85-95. doi: 10.1017/s0007114507252699. [PMID: 17217563]
  • Kwan Su Kim, Si Hyung Park, Myoung Gun Choung. Nondestructive determination of lignans and lignan glycosides in sesame seeds by near infrared reflectance spectroscopy. Journal of agricultural and food chemistry. 2006 Jun; 54(13):4544-50. doi: 10.1021/jf0605603. [PMID: 16786996]
  • D Sankar, M Ramakrishna Rao, G Sambandam, K V Pugalendi. Effect of sesame oil on diuretics or Beta-blockers in the modulation of blood pressure, anthropometry, lipid profile, and redox status. The Yale journal of biology and medicine. 2006 Mar; 79(1):19-26. doi: NULL. [PMID: 17876372]
  • Rolis Chien-Wei Hou, Chia-Chuan Wu, Jing-Rong Huang, Yuh-Shuen Chen, Kee-Ching G Jeng. Oxidative toxicity in BV-2 microglia cells: sesamolin neuroprotection of H2O2 injury involving activation of p38 mitogen-activated protein kinase. Annals of the New York Academy of Sciences. 2005 May; 1042(?):279-85. doi: 10.1196/annals.1338.050. [PMID: 15965073]
  • Jan Frank, Afaf Kamal-Eldin, Maret G Traber. Consumption of sesame oil muffins decreases the urinary excretion of gamma-tocopherol metabolites in humans. Annals of the New York Academy of Sciences. 2004 Dec; 1031(?):365-7. doi: 10.1196/annals.1331.046. [PMID: 15753171]
  • S Hemalatha, M Raghunath, Ghafoorunissa. Dietary sesame oils inhibits iron-induced oxidative stress in rats [corrected]. The British journal of nutrition. 2004 Oct; 92(4):581-7. doi: 10.1079/bjn20041239. [PMID: 15526409]
  • Ghafoorunissa, S Hemalatha, M Vishnu Vardhana Rao. Sesame lignans enhance antioxidant activity of vitamin E in lipid peroxidation systems. Molecular and cellular biochemistry. 2004 Jul; 262(1-2):195-202. doi: 10.1023/b:mcbi.0000038235.01389.a9. [PMID: 15532724]
  • Kizhiyedathu Polachira Suja, Anathasankaran Jayalekshmy, Chami Arumughan. Free radical scavenging behavior of antioxidant compounds of sesame (sesamum indicum L.) in DPPH(*) system. Journal of agricultural and food chemistry. 2004 Feb; 52(4):912-5. doi: 10.1021/jf0303621. [PMID: 14969550]
  • Rolis Chien-Wei Hou, Huan-Lian Chen, Jason T C Tzen, Kee-Ching G Jeng. Effect of sesame antioxidants on LPS-induced NO production by BV2 microglial cells. Neuroreport. 2003 Oct; 14(14):1815-9. doi: 10.1097/00001756-200310060-00011. [PMID: 14534426]
  • Mi Chung Suh, Mi Jung Kim, Cheol-Goo Hur, Jung Myung Bae, Young In Park, Chung-Han Chung, Churl-Whan Kang, John B Ohlrogge. Comparative analysis of expressed sequence tags from Sesamum indicum and Arabidopsis thaliana developing seeds. Plant molecular biology. 2003 Aug; 52(6):1107-23. doi: 10.1023/b:plan.0000004304.22770.e9. [PMID: 14682612]
  • S Sirato-Yasumoto, M Katsuta, Y Okuyama, Y Takahashi, T Ide. Effect of sesame seeds rich in sesamin and sesamolin on fatty acid oxidation in rat liver. Journal of agricultural and food chemistry. 2001 May; 49(5):2647-51. doi: 10.1021/jf001362t. [PMID: 11368649]