G8DW2Y2JBT (BioDeep_00000396106)

 

Secondary id: BioDeep_00000265021

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4-[(2R,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol

化学式: C20H26O4 (330.18309960000005)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(CC1=CC(=C(C=C1)O)OC)C(C)CC2=CC(=C(C=C2)O)OC
InChI: InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14-/m1/s1

描述信息

(-)-Dihydroguaiaretic acid is a natural product found in Machilus thunbergii, Saururus cernuus, and other organisms with data available.

同义名列表

14 个代谢物同义名

4-[(2R,3R)-4-(4-hydroxy-3-methoxyphenyl)-2,3-dimethylbutyl]-2-methoxyphenol; Phenol, 4,4-(2,3-dimethyl-1,4-butanediyl)bis(2-methoxy-, (R-(R*,R*))-; Phenol, 4,4-[(2R,3R)-2,3-dimethyl-1,4-butanediyl]bis[2-methoxy-; Phenol, 4,4-((2R,3R)-2,3-dimethyl-1,4-butanediyl)bis(2-methoxy-; 4,4-((2R,3R)-2,3-dimethylbutane-1,4-diyl)bis(2-methoxyphenol); 4,4-[(2r,3r)-2,3-Dimethylbutane-1,4-Diyl]bis(2-Methoxyphenol); dihydroguaiaretic acid, (R*,S*)-isomer; Dihydroguaiaretic acid, (-)-; Meso-dihydroguaiaretic acid; (-)-Dihydroguaiaretic acid; (-)-Dihydroguaiareticacid; dihydroguaiaretic acid; UNII-G8DW2Y2JBT; G8DW2Y2JBT



数据库引用编号

6 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)

34 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

  • Bai-Xiang Mu, Yuanxiang Li, Ningyuan Ye, Shenlin Liu, Xi Zou, Jun Qian, Cunen Wu, Yuwen Zhuang, Min Chen, Jin-Yong Zhou. Understanding apoptotic induction by Sargentodoxa cuneata-Patrinia villosa herb pair via PI3K/AKT/mTOR signalling in colorectal cancer cells using network pharmacology and cellular studies. Journal of ethnopharmacology. 2024 Jan; 319(Pt 3):117342. doi: 10.1016/j.jep.2023.117342. [PMID: 37879505]
  • Juliana R Brito, Thais A da Costa-Silva, Andre G Tempone, Edgard A Ferreira, João Henrique G Lago. Dibenzylbutane neolignans from Saururus cernuus L. (Saururaceae) displayed anti-Trypanosoma cruzi activity via alterations in the mitochondrial membrane potential. Fitoterapia. 2019 Sep; 137(?):104251. doi: 10.1016/j.fitote.2019.104251. [PMID: 31271783]
  • Hisashi Nishiwaki, Shoko Nakazaki, Koichi Akiyama, Satoshi Yamauchi. Structure-Antifungal Activity Relationship of Fluorinated Dihydroguaiaretic Acid Derivatives and Preventive Activity against Alternaria alternata Japanese Pear Pathotype. Journal of agricultural and food chemistry. 2017 Aug; 65(31):6701-6707. doi: 10.1021/acs.jafc.7b01896. [PMID: 28681599]
  • Yao-jie Guo, Shi-man Gao, Ben-gang Zhang, Hai-tao Liu. [Chemical Constituents from Stems of Kadsura longipedunculata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Jun; 39(6):1287-90. doi: ". [PMID: 30156799]
  • Ji-Won Song, Chang-Seob Seo, Eun-Sang Cho, Tae-In Kim, Young-Suk Won, Hyo-Jung Kwon, Jong-Keun Son, Hwa-Young Son. meso-Dihydroguaiaretic acid attenuates airway inflammation and mucus hypersecretion in an ovalbumin-induced murine model of asthma. International immunopharmacology. 2016 Feb; 31(?):239-47. doi: 10.1016/j.intimp.2015.12.033. [PMID: 26773771]
  • Jang Su Jeon, Soo Jin Oh, Ji-Yoon Lee, Chang Seon Ryu, Young-Mi Kim, Byung Hoon Lee, Sang Kyum Kim. Metabolic characterization of meso-dihydroguaiaretic acid in liver microsomes and in mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2015 Feb; 76(?):94-102. doi: 10.1016/j.fct.2014.12.007. [PMID: 25533794]
  • Li-shi Zheng, Shu-shan Du, Qian Cai. [Study on chemical constituents from Schisandra chinensis stem]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Oct; 37(10):1803-6. doi: . [PMID: 25895389]
  • Jin Zhang, Zhi-Ming Wang, Ke-Chun Liu, Qiu-Xia He, Yao-Dong Qi, Ben-Gang Zhang, Hai-Tao Liu, Pei-Gen Xiao. [Chemical constituents of Kadsura oblongifolia and evaluation of their toxicity]. Yao xue xue bao = Acta pharmaceutica Sinica. 2014 Sep; 49(9):1296-303. doi: ". [PMID: 25518329]
  • Woo-Cheol Sim, Sora Park, Kang-Yo Lee, Young-Tae Je, Hu-Quan Yin, You-Jin Choi, Sang Hyun Sung, So-Jung Park, Hyun-Ju Park, Kye Jung Shin, Byung-Hoon Lee. LXR-α antagonist meso-dihydroguaiaretic acid attenuates high-fat diet-induced nonalcoholic fatty liver. Biochemical pharmacology. 2014 Aug; 90(4):414-24. doi: 10.1016/j.bcp.2014.06.013. [PMID: 24955981]
  • Wei-Jern Tsai, Chien-Chang Shen, Tung-Hu Tsai, Lie-Chwen Lin. Lignans from the aerial parts of Saururus chinensis: isolation, structural characterization, and their effects on platelet aggregation. Journal of natural products. 2014 Jan; 77(1):125-31. doi: 10.1021/np400772h. [PMID: 24387347]
  • Tuti Wukirsari, Hisashi Nishiwaki, Ayaka Hasebe, Yoshihiro Shuto, Satoshi Yamauchi. First discovery of insecticidal activity of 9,9'-epoxylignane and dihydroguaiaretic acid against houseflies and the structure-activity relationship. Journal of agricultural and food chemistry. 2013 May; 61(18):4318-25. doi: 10.1021/jf400300n. [PMID: 23570234]
  • Myoung-Su Lee, Kyung Jin Kim, Daeyoung Kim, Kyung-Eun Lee, Jae-Kwan Hwang. meso-Dihydroguaiaretic acid inhibits hepatic lipid accumulation by activating AMP-activated protein kinase in human HepG2 cells. Biological & pharmaceutical bulletin. 2011; 34(10):1628-30. doi: 10.1248/bpb.34.1628. [PMID: 21963507]
  • Zong-gen Peng, Li-jia Xu, Wen-cai Ye, Pei-gen Xiao, Hong-shan Chen. [Effective components against HIV-1 replicative enzymes isolated from plants]. Yao xue xue bao = Acta pharmaceutica Sinica. 2010 Feb; 45(2):235-40. doi: ". [PMID: 21351433]
  • Yuya Kawaguchi, Satoshi Yamauchi, Kenta Masuda, Hisashi Nishiwaki, Koichi Akiyama, Masafumi Maruyama, Takuya Sugahara, Taro Kishida, Yojiro Koba. Antimicrobial activity of stereoisomers of butane-type lignans. Bioscience, biotechnology, and biochemistry. 2009 Aug; 73(8):1806-10. doi: 10.1271/bbb.90167. [PMID: 19661689]
  • Rohan A Davis, Emma C Barnes, James Longden, Vicky M Avery, Peter C Healy. Isolation, structure elucidation and cytotoxic evaluation of endiandrin B from the Australian rainforest plant Endiandra anthropophagorum. Bioorganic & medicinal chemistry. 2009 Feb; 17(3):1387-92. doi: 10.1016/j.bmc.2008.12.030. [PMID: 19138858]
  • Jun Young Cho, Gyung Ja Choi, Seung Wan Son, Kyoung Soo Jang, He Kyoung Lim, Sun Og Lee, Nack Do Sung, Kwang Yun Cho, Jin-Cheol Kim. Isolation and antifungal activity of lignans from Myristica fragrans against various plant pathogenic fungi. Pest management science. 2007 Sep; 63(9):935-40. doi: 10.1002/ps.1420. [PMID: 17659535]
  • Rohan A Davis, Anthony R Carroll, Sandra Duffy, Vicky M Avery, Gordon P Guymer, Paul I Forster, Ronald J Quinn. Endiandrin A, a potent glucocorticoid receptor binder isolated from the Australian plant Endiandra anthropophagorum. Journal of natural products. 2007 Jul; 70(7):1118-21. doi: 10.1021/np070073x. [PMID: 17583952]
  • Ye-Gao Chen, Xiao-Ping Song, Li-Na Hai, Yu-Ping Lv, A Fang, F Halaweish, Xin-Rong Liao. Compounds with DNA cleaving activity from Kadsura ananosma. Die Pharmazie. 2006 Oct; 61(10):891-2. doi: . [PMID: 17069433]
  • Senugmi Yang, Min Kyun Na, Jun Pil Jang, Kyung Ah Kim, Bo Yeon Kim, Nak Ju Sung, Won Keun Oh, Jong Seog Ahn. Inhibition of protein tyrosine phosphatase 1B by lignans from Myristica fragrans. Phytotherapy research : PTR. 2006 Aug; 20(8):680-2. doi: 10.1002/ptr.1935. [PMID: 16752372]
  • Hyung-In Moon, Hyungin Moon, Jae-Chul Jung. Effect of meso-dihydroguaiaretic acid from Machilus thunbergii Sieb et Zucc on MMP-1 expression in heat shock-induced cultured primary human fibroblasts. Phytotherapy research : PTR. 2006 Aug; 20(8):714-6. doi: 10.1002/ptr.1941. [PMID: 16775809]
  • Eun Young Park, Sang Mi Shin, Choong Je Ma, Young Choong Kim, Sang Geon Kim. meso-dihydroguaiaretic acid from Machilus thunbergii down-regulates TGF-beta1 gene expression in activated hepatic stellate cells via inhibition of AP-1 activity. Planta medica. 2005 May; 71(5):393-8. doi: 10.1055/s-2005-864131. [PMID: 15931574]
  • F Filleur, J C Le Bail, J L Duroux, A Simon, A J Chulia. Antiproliferative, anti-aromatase, anti-17beta-HSD and antioxidant activities of lignans isolated from Myristica argentea. Planta medica. 2001 Nov; 67(8):700-4. doi: 10.1055/s-2001-18349. [PMID: 11731908]
  • M Miyazawa, Y Okuno, K Oshiro, H Kasahara, H Shimamura, S Nakamura, H Kameoka. Suppression of the SOS-inducing activity of Trp-P-1 and aflatoxin B1 by meso-dihydroguaiaretic acid from Machilus thunbergii in the Salmonella typhimurium TA1535/pSK1002 umu test. Bioscience, biotechnology, and biochemistry. 1998 Jul; 62(7):1425-7. doi: ". [PMID: 9720227]
  • C J Njoku, D C Hopp, F Alali, I U Asuzu, J L McLaughlin. Dihydroguaiaretic acid: a bioactive component of the stem bark of Pycnanthus angolensis. Planta medica. 1997 Dec; 63(6):580-1. doi: 10.1055/s-2006-957779. [PMID: 9434619]
  • T J Neiva, D M Fries, H P Monteiro, E A D'Amico, D A Chamone. Aluminum induces lipid peroxidation and aggregation of human blood platelets. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 1997 May; 30(5):599-604. doi: 10.1590/s0100-879x1997000500005. [PMID: 9283626]
  • G Q Han, M N Chang, S B Hwang. [The investigation of lignans from Sargentodoxa cuneata (Oliv) Rehd et Wils]. Yao xue xue bao = Acta pharmaceutica Sinica. 1986 Jan; 21(1):68-70. doi: ". [PMID: 3014817]