Medioresil (BioDeep_00000396561)

 

Secondary id: BioDeep_00000180703, BioDeep_00000231878

PANOMIX_OTCML-2023


代谢物信息卡片


Phenol, 2,6-dimethoxy-4-[tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, [1S-(1alpha,3aalpha,4alpha,6aalpha)]-

化学式: C21H24O7 (388.1521954)
中文名称: 梣皮树脂醇, 皮树脂醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC
InChI: InChI=1S/C21H24O7/c1-24-16-6-11(4-5-15(16)22)20-13-9-28-21(14(13)10-27-20)12-7-17(25-2)19(23)18(8-12)26-3/h4-8,13-14,20-23H,9-10H2,1-3H3/t13-,14-,20+,21+/m0/s1

描述信息

(-)-medioresinol is a lignan that is tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 4-hydroxy-3,5-dimethoxyphenyl group at position 1 and a 4-hydroxy-3-methoxyphenyl group at position 4. It has been isolated from the stems of Sinocalamus affinis. It has a role as a plant metabolite. It is a lignan, a dimethoxybenzene, a furofuran and a polyphenol.
Medioresinol is a natural product found in Catunaregam spinosa, Saussurea medusa, and other organisms with data available.
A lignan that is tetrahydro-1H,3H-furo[3,4-c]furan substituted by a 4-hydroxy-3,5-dimethoxyphenyl group at position 1 and a 4-hydroxy-3-methoxyphenyl group at position 4. It has been isolated from the stems of Sinocalamus affinis.
Medioresinol is a member of the class of compounds known as furanoid lignans. Furanoid lignans are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Medioresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Medioresinol can be found in a number of food items such as garden tomato (variety), common buckwheat, radish (variety), and black elderberry, which makes medioresinol a potential biomarker for the consumption of these food products.

同义名列表

14 个代谢物同义名

Phenol, 2,6-dimethoxy-4-[tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-, [1S-(1alpha,3aalpha,4alpha,6aalpha)]-; 2,6-Dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenol; (+)-Mediaresinol; 4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenol; Phenol, 2,6-dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]-; 2,6-Dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenol; 4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenol; 4-[4-(4-Hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2,6-dimethoxyphenol; Medioresinol, (+)-; (-)-medioresinol; (+)-Medioresinol; (+)-Mediaresinol; Medioresinol; J74JLA8FFA; Medioresil



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)

0 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

  • Tshifhiwa Ramabulana, Luki-Marié Scheepers, Thirshen Moodley, Vinesh J Maharaj, André Stander, Ntombenhle Gama, Daneel Ferreira, Molahlehi S Sonopo, Mamoalosi A Selepe. Bioactive Lignans from Hypoestes aristata. Journal of natural products. 2020 08; 83(8):2483-2489. doi: 10.1021/acs.jnatprod.0c00443. [PMID: 32786879]
  • Yu-Zhen Hou, Kui-Kui Chen, Xi-Ling Deng, Ze-Long Fu, Dao-Feng Chen, Qi Wang. Anti-complementary constituents of Anchusa italica. Natural product research. 2017 Nov; 31(21):2572-2574. doi: 10.1080/14786419.2017.1320789. [PMID: 28438039]
  • Yu Jeong Kang, Dae-Gun Seo, So-Young Park. Phenylpropanoids from cinnamon bark reduced β-amyloid production by the inhibition of β-secretase in Chinese hamster ovarian cells stably expressing amyloid precursor protein. Nutrition research (New York, N.Y.). 2016 11; 36(11):1277-1284. doi: 10.1016/j.nutres.2016.10.002. [PMID: 27865616]
  • Won Se Suh, Lalita Subedi, Sun Yeou Kim, Sang Un Choi, Kang Ro Lee. Bioactive lignan constituents from the twigs of Sambucus williamsii. Bioorganic & medicinal chemistry letters. 2016 Apr; 26(8):1877-80. doi: 10.1016/j.bmcl.2016.03.023. [PMID: 26988298]
  • Yue-ping Jiang, Yu-feng Liu, Qing-lan Guo, Cheng-bo Xu, Sheng Lin, Cheng-gen Zhu, Yong-chun Yang, Jian-gong Shi. [Lignanoids from an aqueous extract of the roots of Codonopsis pilosula]. Yao xue xue bao = Acta pharmaceutica Sinica. 2016 04; 51(4):616-25. doi: . [PMID: 29860746]
  • ". [Chemical Constituents from Serissa japonica]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Jan; 39(1):94-7. doi: ". [PMID: 30080007]
  • Qing-wei Yan, Rui-jian Zhong, Guo-ping Zhou, Hui-zheng Fu, Tian-xiao Zhang. [Chemical Constituents from Camellia oleifera Stem]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Oct; 38(10):2102-4. doi: . [PMID: 27254924]
  • Hui Chen, Zhi-You Hao, Xiao-Lan Wang, Xiao-Ke Zheng, Wei-Sheng Feng, Yan-Zhi Wang. Sinensioside A, a new sesquilignan glycoside from Selaginella sinensis. Chinese journal of natural medicines. 2014 Feb; 12(2):148-50. doi: 10.1016/s1875-5364(14)60024-8. [PMID: 24636067]
  • Laila Meija, Paivi Söderholm, Adile Samaletdin, Gita Ignace, Inese Siksna, Rafaels Joffe, Aivars Lejnieks, Vilnis Lietuvietis, Indrikis Krams, Herman Adlercreutz. Dietary intake and major sources of plant lignans in Latvian men and women. International journal of food sciences and nutrition. 2013 Aug; 64(5):535-43. doi: 10.3109/09637486.2013.765835. [PMID: 23373826]
  • Tian-Min Wang, Ru-Feng Wang, Hu-Biao Chen, Ming-Ying Shang, Shao-Qing Cai. Alkyl and phenolic glycosides from Saussurea stella. Fitoterapia. 2013 Jul; 88(?):38-43. doi: 10.1016/j.fitote.2013.03.027. [PMID: 23567860]
  • Nguyen X Nhiem, Phan V Kiem, Chau V Minh, Nanyoung Kim, Seonju Park, Hwa Young Lee, Eun Sil Kim, Young Ho Kim, Sohyun Kim, Young-Sang Koh, Seung Hyun Kim. Diarylheptanoids and flavonoids from viscum album inhibit LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells. Journal of natural products. 2013 Apr; 76(4):495-502. doi: 10.1021/np300490v. [PMID: 23484668]
  • Ji Hong Hwang, In-Sok Hwang, Qing-He Liu, Eun-Rhan Woo, Dong Gun Lee. (+)-Medioresinol leads to intracellular ROS accumulation and mitochondria-mediated apoptotic cell death in Candida albicans. Biochimie. 2012 Aug; 94(8):1784-93. doi: 10.1016/j.biochi.2012.04.010. [PMID: 22534194]
  • Ren-Neng Tang, Xiao-Bo Qu, Shu-Hong Guan, Ping-Ping Xu, Yang-Yang Shi, De-An Guo. Chemical constituents of Spatholobus suberectus. Chinese journal of natural medicines. 2012 Jan; 10(1):32-5. doi: 10.1016/s1875-5364(12)60007-7. [PMID: 23302527]
  • Shuang Liang, Yun-Heng Shen, Jun-Mian Tian, Zhi-Jun Wu, Hui-Zi Jin, Wei-Dong Zhang, Shi-Kai Yan. Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production. Journal of natural products. 2008 Nov; 71(11):1902-5. doi: 10.1021/np8004166. [PMID: 18986199]
  • H J Zhang, P A Tamez, D H Vu, T T Ghee, V H Nguyen, T X Le, M H Le, M C Nguyen, T T Do, D D Soejarto, H H Fong, J M Pezzuto. Antimalarial compounds from Rhaphidophora decursiva. Journal of natural products. 2001 Jun; 64(6):772-7. doi: 10.1021/np010037c. [PMID: 11421741]
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