4-O-Methylhonokiol (BioDeep_00000323261)

 

Secondary id: BioDeep_00000174489, BioDeep_00000262312

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2-(4-METHOXY-3-PROP-2-ENYL-PHENYL)-4-PROP-2-ENYL-PHENOL

化学式: C19H20O2 (280.146322)
中文名称: 4--O-甲基和厚朴酚, 4'-甲氧基-3',5-二-2-丙烯基-(1,1'-联苯)-2-醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 6.9%

分子结构信息

SMILES: C=CCc1ccc(O)c(-c2ccc(OC)c(CC=C)c2)c1
InChI: InChI=1S/C19H20O2/c1-4-6-14-8-10-18(20)17(12-14)15-9-11-19(21-3)16(13-15)7-5-2/h4-5,8-13,20H,1-2,6-7H2,3H3

描述信息

4-O-Methylhonokiol is a natural product found in Magnolia virginiana, Magnolia obovata, and Magnolia officinalis with data available.
4-O-Methyl honokiol is a natural neolignan isolated from Magnolia officinalis, acts as a PPARγ agonist, and inhibtis NF-κB activity, used for cancer and inflammation research.
4-O-Methyl honokiol is a natural neolignan isolated from Magnolia officinalis, acts as a PPARγ agonist, and inhibtis NF-κB activity, used for cancer and inflammation research.
4-O-Methyl honokiol is a natural neolignan isolated from Magnolia officinalis, acts as a PPARγ agonist, and inhibtis NF-κB activity, used for cancer and inflammation research.

同义名列表

20 个代谢物同义名

2-(4-METHOXY-3-PROP-2-ENYL-PHENYL)-4-PROP-2-ENYL-PHENOL; 2-(4-methoxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol; 4-methoxy-3,5-bis(prop-2-en-1-yl)-[1,1-biphenyl]-2-ol; [1,1-Biphenyl]-2-ol, 4-methoxy-3,5-di-2-propen-1-yl-; (1,1-Biphenyl)-2-ol, 4-methoxy-3,5-di-2-propenyl-; 4-Methoxy-3,5-di-2-propen-1-yl[1,1-biphenyl]-2-ol; [1,1-Biphenyl]-2-ol, 4-methoxy-3,5-di-2-propenyl-; 4-METHOXY-3,5-DI-2-PROPENYL-(1,1-BIPHENYL)-2-OL; 4-allyl-2-(3-allyl-4-methoxy-phenyl)phenol; 3,5-diallyl-2-hydroxy-4-methoxybiphenyl; 5,3-Diallyl-4-methoxy-biphenyl-2-ol; HONOKIOL MONO-METHYL ETHER; 4-O-methylhonokiol, MH; 4-O-Methyl honokiol; 4-O-Methylhonokiol; 4-methoxyhonokiol; UNII-TUH6B83HJW; METHYLHONOKIOL; Magreth-14a; TUH6B83HJW



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

  • Qi Zhang, Gang Cheng, Jing Pan, Jacek Zielonka, Donghai Xiong, Charles R Myers, Liang Feng, Song Seok Shin, Young Heui Kim, Dinh Bui, Ming Hu, Brian Bennett, Kathleen Schmainda, Yian Wang, Balaraman Kalyanaraman, Ming You. Magnolia extract is effective for the chemoprevention of oral cancer through its ability to inhibit mitochondrial respiration at complex I. Cell communication and signaling : CCS. 2020 04; 18(1):58. doi: 10.1186/s12964-020-0524-2. [PMID: 32264893]
  • Ding Lin, Zhongzhong Yan, Aiyu Chen, Jiao Ye, Aixi Hu, Juan Liu, Junmei Peng, Xiaoyun Wu. Anti-proliferative activity and structure-activity relationship of honokiol derivatives. Bioorganic & medicinal chemistry. 2019 08; 27(16):3729-3734. doi: 10.1016/j.bmc.2019.06.042. [PMID: 31278004]
  • Zongyu Zheng, Tianjiao Ma, Hua Guo, Ki Soo Kim, Kyoung Tae Kim, Liqi Bi, Zhiguo Zhang, Lu Cai. 4-O-methylhonokiol protects against diabetic cardiomyopathy in type 2 diabetic mice by activation of AMPK-mediated cardiac lipid metabolism improvement. Journal of cellular and molecular medicine. 2019 08; 23(8):5771-5781. doi: 10.1111/jcmm.14493. [PMID: 31199069]
  • Tianjiao Ma, Zongyu Zheng, Hua Guo, Xin Lian, Madhavi J Rane, Lu Cai, Ki Soo Kim, Kyoung Tae Kim, Zhiguo Zhang, Liqi Bi. 4-O-methylhonokiol ameliorates type 2 diabetes-induced nephropathy in mice likely by activation of AMPK-mediated fatty acid oxidation and Nrf2-mediated anti-oxidative stress. Toxicology and applied pharmacology. 2019 05; 370(?):93-105. doi: 10.1016/j.taap.2019.03.007. [PMID: 30876865]
  • Sha Xiao, Fan Chen, Chengzhi Gao. Antitumor activity of 4-O-Methylhonokiol in human oral cancer cells is mediated via ROS generation, disruption of mitochondrial potential, cell cycle arrest and modulation of Bcl-2/Bax proteins. Journal of B.U.ON. : official journal of the Balkan Union of Oncology. 2017 Nov; 22(6):1577-1581. doi: ". [PMID: 29332355]
  • Eleonora Patsenker, Andrea Chicca, Vanessa Petrucci, Sheida Moghadamrad, Andrea de Gottardi, Jochen Hampe, Jürg Gertsch, Nasser Semmo, Felix Stickel. 4-O'-methylhonokiol protects from alcohol/carbon tetrachloride-induced liver injury in mice. Journal of molecular medicine (Berlin, Germany). 2017 10; 95(10):1077-1089. doi: 10.1007/s00109-017-1556-y. [PMID: 28689299]
  • Hung-Cheng Shih, Ping-Chung Kuo, Shwu-Jen Wu, Tsong-Long Hwang, Hsin-Yi Hung, De-Yang Shen, Po-Chuen Shieh, Yu-Ren Liao, E-Jian Lee, Qiong Gu, Kuo-Hsiung Lee, Tian-Shung Wu. Anti-inflammatory neolignans from the roots of Magnolia officinalis. Bioorganic & medicinal chemistry. 2016 Apr; 24(7):1439-45. doi: 10.1016/j.bmc.2016.01.049. [PMID: 26928286]
  • Jin-Yi Han, Sun-Young Ahn, Jae Hyeon Yoo, Sang-Yoon Nam, Jin Tae Hong, Ki-Wan Oh. Alleviation of kainic acid-induced brain barrier dysfunction by 4-o-methylhonokiol in in vitro and in vivo models. BioMed research international. 2015; 2015(?):893163. doi: 10.1155/2015/893163. [PMID: 25688368]
  • Zhiguo Zhang, Jing Chen, Shanshan Zhou, Shudong Wang, Xiaohong Cai, Daniel J Conklin, Ki-Soo Kim, Ki Ho Kim, Yi Tan, Yang Zheng, Young Heui Kim, Lu Cai. Magnolia bioactive constituent 4-O-methylhonokiol prevents the impairment of cardiac insulin signaling and the cardiac pathogenesis in high-fat diet-induced obese mice. International journal of biological sciences. 2015; 11(8):879-91. doi: 10.7150/ijbs.12101. [PMID: 26157343]
  • Roland Baur, Wolfgang Schuehly, Erwin Sigel. Moderate concentrations of 4-O-methylhonokiol potentiate GABAA receptor currents stronger than honokiol. Biochimica et biophysica acta. 2014 Oct; 1840(10):3017-21. doi: 10.1016/j.bbagen.2014.06.016. [PMID: 24973566]
  • Hyung Eun Yu, Soo Jin Oh, Je Kyung Ryu, Jong Soon Kang, Jin Tae Hong, Jae-Kyung Jung, Sang-Bae Han, Seung-Yong Seo, Young Heui Kim, Song-Kyu Park, Hwan Mook Kim, Kiho Lee. Pharmacokinetics and metabolism of 4-O-methylhonokiol in rats. Phytotherapy research : PTR. 2014 Apr; 28(4):568-78. doi: 10.1002/ptr.5033. [PMID: 23824979]
  • Chunmei Lin, Jung-Min Yon, Jin Tae Hong, Jong Kwon Lee, Jayoung Jeong, In-Jeoung Baek, Beom Jun Lee, Young Won Yun, Sang-Yoon Nam. 4-O-methylhonokiol inhibits serious embryo anomalies caused by nicotine via modulations of oxidative stress, apoptosis, and inflammation. Birth defects research. Part B, Developmental and reproductive toxicology. 2014 Apr; 101(2):125-34. doi: 10.1002/bdrb.21092. [PMID: 24692394]
  • Zhiguo Zhang, Jing Chen, Xin Jiang, Jian Wang, Xiaoqing Yan, Yang Zheng, Daniel J Conklin, Ki-Soo Kim, Ki Ho Kim, Yi Tan, Young Heui Kim, Lu Cai. The magnolia bioactive constituent 4-O-methylhonokiol protects against high-fat diet-induced obesity and systemic insulin resistance in mice. Oxidative medicine and cellular longevity. 2014; 2014(?):965954. doi: 10.1155/2014/965954. [PMID: 24991305]
  • Hyo-Kyung Han, Luu Thi Van Anh. Modulation of P-glycoprotein expression by honokiol, magnolol and 4-O-methylhonokiol, the bioactive components of Magnolia officinalis. Anticancer research. 2012 Oct; 32(10):4445-52. doi: . [PMID: 23060571]
  • Ju Hoon Oh, Jung Ok Ban, Min-Chul Cho, Miran Jo, Jae Kyung Jung, Byeongwoo Ahn, Do-Young Yoon, Sang Bae Han, Jin Tae Hong. 4-O-methylhonokiol inhibits colon tumor growth via p21-mediated suppression of NF-κB activity. The Journal of nutritional biochemistry. 2012 Jul; 23(7):706-15. doi: 10.1016/j.jnutbio.2011.03.013. [PMID: 21820300]
  • Young-Jung Lee, Dong-Young Choi, Yong Kyoung Lee, Yoot Mo Lee, Sang Bae Han, Young Hee Kim, Ki Ho Kim, Sang-Yoon Nam, Beom Jun Lee, Jong-Koo Kang, Young Won Yun, Ki-Wan Oh, Jin Tae Hong. 4-O-methylhonokiol prevents memory impairment in the Tg2576 transgenic mice model of Alzheimer's disease via regulation of β-secretase activity. Journal of Alzheimer's disease : JAD. 2012; 29(3):677-90. doi: 10.3233/jad-2012-111835. [PMID: 22330831]
  • Wolfgang Schuehly, Juan Manuel Viveros Paredes, Jonas Kleyer, Antje Huefner, Sharon Anavi-Goffer, Stefan Raduner, Karl-Heinz Altmann, Jürg Gertsch. Mechanisms of osteoclastogenesis inhibition by a novel class of biphenyl-type cannabinoid CB(2) receptor inverse agonists. Chemistry & biology. 2011 Aug; 18(8):1053-64. doi: 10.1016/j.chembiol.2011.05.012. [PMID: 21867920]
  • Huishan Han, Jae Kyung Jung, Sang Bae Han, Sang Yoon Nam, Ki Wan Oh, Jin Tae Hong. Anxiolytic-like effects of 4-O-methylhonokiol isolated from Magnolia officinalis through enhancement of GABAergic transmission and chloride influx. Journal of medicinal food. 2011 Jul; 14(7-8):724-31. doi: 10.1089/jmf.2010.1111. [PMID: 21501091]
  • Yong Kyung Lee, Im Seop Choi, Jung Ok Ban, Hwa Jeong Lee, Ung Soo Lee, Sang Bae Han, Jae Kyung Jung, Young Hee Kim, Ki Ho Kim, Ki-Wan Oh, Jin Tae Hong. 4-O-methylhonokiol attenuated β-amyloid-induced memory impairment through reduction of oxidative damages via inactivation of p38 MAP kinase. The Journal of nutritional biochemistry. 2011 May; 22(5):476-86. doi: 10.1016/j.jnutbio.2010.04.002. [PMID: 20688501]
  • Im Seop Choi, Young-Jung Lee, Dong-Young Choi, Yong Kyung Lee, Yeun Hee Lee, Ki Ho Kim, Young Heui Kim, Young Ho Jeon, Eun Hee Kim, Sang Bae Han, Jae Kyung Jung, Yeo Pyo Yun, Ki-Wan Oh, Dae Youn Hwang, Jin Tae Hong. 4-O-methylhonokiol attenuated memory impairment through modulation of oxidative damage of enzymes involving amyloid-β generation and accumulation in a mouse model of Alzheimer's disease. Journal of Alzheimer's disease : JAD. 2011; 27(1):127-41. doi: 10.3233/jad-2011-110545. [PMID: 21799245]
  • Young Jung Lee, Im Seop Choi, Mi Hee Park, Yuk Mo Lee, Ju Kyoung Song, Young Hee Kim, Ki Ho Kim, Dae Yeon Hwang, Jae Hwang Jeong, Yeo Pyo Yun, Ki-Wan Oh, Jae Kyung Jung, Sang Bae Han, Jin Tae Hong. 4-O-Methylhonokiol attenuates memory impairment in presenilin 2 mutant mice through reduction of oxidative damage and inactivation of astrocytes and the ERK pathway. Free radical biology & medicine. 2011 Jan; 50(1):66-77. doi: 10.1016/j.freeradbiomed.2010.10.698. [PMID: 20974250]
  • Jae Woong Lee, Yong Kyung Lee, Beom Jun Lee, Sang-Yoon Nam, Sang Il Lee, Young Heui Kim, Ki Ho Kim, Ki-Wan Oh, Jin Tae Hong. Inhibitory effect of ethanol extract of Magnolia officinalis and 4-O-methylhonokiol on memory impairment and neuronal toxicity induced by beta-amyloid. Pharmacology, biochemistry, and behavior. 2010 Mar; 95(1):31-40. doi: 10.1016/j.pbb.2009.12.003. [PMID: 20004682]
  • Yong Kyung Lee, Dong Yeon Yuk, Tae Il Kim, Young Heui Kim, Kyoung Tae Kim, Ki Ho Kim, Beom Jun Lee, Sang-Yoon Nam, Jin Tae Hong. Protective effect of the ethanol extract of Magnolia officinalis and 4-O-methylhonokiol on scopolamine-induced memory impairment and the inhibition of acetylcholinesterase activity. Journal of natural medicines. 2009 Jul; 63(3):274-82. doi: 10.1007/s11418-009-0330-z. [PMID: 19343477]
  • Ui-Joung Youn, Quan Cheng Chen, Wen-Yi Jin, Ik-Soo Lee, Hong-Jin Kim, Jong-Pill Lee, Min-Jung Chang, Byung-Sun Min, Ki-Hwan Bae. Cytotoxic lignans from the stem bark of Magnolia officinalis. Journal of natural products. 2007 Oct; 70(10):1687-9. doi: 10.1021/np070388c. [PMID: 17918910]