Sesaminol (BioDeep_00000622289)
Main id: BioDeep_00000019845
PANOMIX_OTCML-2023
代谢物信息卡片
2-(2-Hydroxy-3,4-methylenedioxyphenyl)-6-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane
化学式: C20H18O7 (370.1052478)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C2C(COC2C3=CC4=C(C=C3O)OCO4)C(O1)C5=CC6=C(C=C5)OCO6
InChI: InChI=1S/C20H18O7/c21-14-5-18-17(26-9-27-18)4-11(14)20-13-7-22-19(12(13)6-23-20)10-1-2-15-16(3-10)25-8-24-15/h1-5,12-13,19-21H,6-9H2
描述信息
A furofuran that is cis-tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 6-hydroxy-1,3-benzodioxol-5-yl group at position 1S and a 1,3-benzodioxol-5-yl group at position 4S. It is metabolite found in sesame seeds.
同义名列表
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:145778
- PubChem: 94672
- PubChem: 9799500
- Metlin: METLIN93543
- CAS: 74061-79-3
- MetaboLights: MTBLC145778
- KEGG: C22597
- LOTUS: LTS0003215
- wikidata: Q104170527
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
16 个相关的代谢反应过程信息。
Reactome(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(15)
- sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O - sesaminol glucoside biosynthesis:
(+)-sesamin + A(H2) + O2 ⟶ (+)-sesaminol + A + H2O
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
- 4182 - Sesamum indicum: 10.1021/JF061694J
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
- Qi-Zhang Li, Zan-Wen Zuo, Yan Liu. Recent status of sesaminol and its glucosides: Synthesis, metabolism, and biological activities.
Critical reviews in food science and nutrition.
2022 Jul; ?(?):1-14. doi:
10.1080/10408398.2022.2098248. [PMID: 35821660] - Su-Jin Jung, Eun-Soo Jung, Ki-Chan Ha, Hyang-Im Baek, Yu-Kyung Park, Soog-Kyoung Han, Soo-Wan Chae, Seung-Ok Lee, Young-Chul Chung. Efficacy and Safety of Sesame Oil Cake Extract on Memory Function Improvement: A 12-Week, Randomized, Double-Blind, Placebo-Controlled Pilot Study.
Nutrients.
2021 Jul; 13(8):. doi:
10.3390/nu13082606. [PMID: 34444766] - Erisa Harada, Jun Murata, Eiichiro Ono, Hiromi Toyonaga, Akira Shiraishi, Kosuke Hideshima, Masayuki P Yamamoto, Manabu Horikawa. (+)-Sesamin-oxidising CYP92B14 shapes specialised lignan metabolism in sesame.
The Plant journal : for cell and molecular biology.
2020 11; 104(4):1117-1128. doi:
10.1111/tpj.14989. [PMID: 32955771] - Soumya Jaya Divakaran, Simran Srivastava, Anusha Jahagirdar, Rajprabu Rajendran, Shinde Vijay Sukhdeo, Sona Rajakumari. Sesaminol induces brown and beige adipocyte formation through suppression of myogenic program.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2020 05; 34(5):6854-6870. doi:
10.1096/fj.201902124r. [PMID: 32275102] - Eiichiro Ono, Toshiyuki Waki, Daiki Oikawa, Jun Murata, Akira Shiraishi, Hiromi Toyonaga, Masako Kato, Naoki Ogata, Seiji Takahashi, Masa-Atsu Yamaguchi, Manabu Horikawa, Toru Nakayama. Glycoside-specific glycosyltransferases catalyze regio-selective sequential glucosylations for a sesame lignan, sesaminol triglucoside.
The Plant journal : for cell and molecular biology.
2020 03; 101(5):1221-1233. doi:
10.1111/tpj.14586. [PMID: 31654577] - Anusha Jahagirdar, Dandamudi Usharani, Malathi Srinivasan, Ram Rajasekharan. Sesaminol diglucoside, a water-soluble lignan from sesame seeds induces brown fat thermogenesis in mice.
Biochemical and biophysical research communications.
2018 12; 507(1-4):155-160. doi:
10.1016/j.bbrc.2018.10.195. [PMID: 30415772] - Jun Murata, Eiichiro Ono, Seigo Yoroizuka, Hiromi Toyonaga, Akira Shiraishi, Shoko Mori, Masayuki Tera, Toshiaki Azuma, Atsushi J Nagano, Masaru Nakayasu, Masaharu Mizutani, Tatsuya Wakasugi, Masayuki P Yamamoto, Manabu Horikawa. Oxidative rearrangement of (+)-sesamin by CYP92B14 co-generates twin dietary lignans in sesame.
Nature communications.
2017 12; 8(1):2155. doi:
10.1038/s41467-017-02053-7. [PMID: 29255253] - Kuo-Ching Jan, Binghuei-Barry Yang, Tristan C Liu. Gene expression profiling of sesaminol triglucoside and its tetrahydrofuranoid metabolites in primary rat hepatocytes.
International journal of food sciences and nutrition.
2014 Dec; 65(8):981-8. doi:
10.3109/09637486.2014.950204. [PMID: 25156454] - 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] - Min Young Um, Ji Yun Ahn, Mi Kyung Kim, Tae Youl Ha. Sesaminol glucosides protect β-amyloid induced apoptotic cell death by regulating redox system in SK-N-SH cells.
Neurochemical research.
2012 Apr; 37(4):689-99. doi:
10.1007/s11064-011-0658-0. [PMID: 22147283] - Kuo-Ching Jan, Kuo-Lung Ku, Yan-Hwa Chu, Lucy Sun Hwang, Chi-Tang Ho. Intestinal distribution and excretion of sesaminol and its tetrahydrofuranoid metabolites in rats.
Journal of agricultural and food chemistry.
2011 Apr; 59(7):3078-86. doi:
10.1021/jf105012v. [PMID: 21384919] - Akio Noguchi, Yuko Fukui, Asako Iuchi-Okada, Saki Kakutani, Honoo Satake, Takashi Iwashita, Masahiro Nakao, Toshiaki Umezawa, Eiichiro Ono. Sequential glucosylation of a furofuran lignan, (+)-sesaminol, by Sesamum indicum UGT71A9 and UGT94D1 glucosyltransferases.
The Plant journal : for cell and molecular biology.
2008 May; 54(3):415-27. doi:
10.1111/j.1365-313x.2008.03428.x. [PMID: 18248594] - Kanae Yamashita, Yasushi Yamada, Shiho Kitou, Saiko Ikeda, Chisato Abe, Niina M Saarinen, Risto Santti. Hydroxymatairesinol and sesaminol act differently on tocopherol concentrations in rats.
Journal of nutritional science and vitaminology.
2007 Oct; 53(5):393-9. doi:
10.3177/jnsv.53.393. [PMID: 18079605] - 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] - Kanae Yamashita, Saiko Ikeda, Yoshie Iizuka, Ikuo Ikeda. Effect of sesaminol on plasma and tissue alpha-tocopherol and alpha-tocotrienol concentrations in rats fed a vitamin E concentrate rich in tocotrienols.
Lipids.
2002 Apr; 37(4):351-8. doi:
10.1007/s11745-002-0902-6. [PMID: 12030315] - M H Kang, M Naito, K Sakai, K Uchida, T Osawa. Mode of action of sesame lignans in protecting low-density lipoprotein against oxidative damage in vitro.
Life sciences.
2000; 66(2):161-71. doi:
10.1016/s0024-3205(99)00574-3. [PMID: 10666012] - M H Kang, Y Kawai, M Naito, T Osawa. Dietary defatted sesame flour decreases susceptibility to oxidative stress in hypercholesterolemic rabbits.
The Journal of nutrition.
1999 Oct; 129(10):1885-90. doi:
10.1093/jn/129.10.1885. [PMID: 10498763] - M H Kang, H Katsuzaki, T Osawa. Inhibition of 2,2'-azobis(2,4-dimethylvaleronitrile)-induced lipid peroxidation by sesaminols.
Lipids.
1998 Oct; 33(10):1031-6. doi:
10.1007/s11745-998-0302-y. [PMID: 9832084] - M Nonaka, K Yamashita, Y Iizuka, M Namiki, M Sugano. Effects of dietary sesaminol and sesamin on eicosanoid production and immunoglobulin level in rats given ethanol.
Bioscience, biotechnology, and biochemistry.
1997 May; 61(5):836-9. doi:
10.1271/bbb.61.836. [PMID: 9178560] - K Yamashita, Y Iizuka, T Imai, M Namiki. Sesame seed and its lignans produce marked enhancement of vitamin E activity in rats fed a low alpha-tocopherol diet.
Lipids.
1995 Nov; 30(11):1019-28. doi:
10.1007/bf02536287. [PMID: 8569430] - K Yamashita, Y Nohara, K Katayama, M Namiki. Sesame seed lignans and gamma-tocopherol act synergistically to produce vitamin E activity in rats.
The Journal of nutrition.
1992 Dec; 122(12):2440-6. doi:
10.1093/jn/122.12.2440. [PMID: 1453229] - T Osawa, H Kumon, M Namiki, S Kawakishi, Y Fukuda. Antimutagenic heat stable antioxidants.
Progress in clinical and biological research.
1990; 347(?):223-38. doi:
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