Isovanillin (BioDeep_00000229768)

   

PANOMIX_OTCML-2023 Chemicals and Drugs Volatile Flavor Compounds natural product


代谢物信息卡片


InChI=1/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H

化学式: C8H8O3 (152.0473418)
中文名称: 异香兰素, 3-羟基-4-甲氧基苯甲醛, 异香草醛
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 19.05%

分子结构信息

SMILES: COC1=C(C=C(C=C1)C=O)O
InChI: InChI=1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3

描述信息

Isovanillin is a member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase. It has a role as an EC 1.2.3.1 (aldehyde oxidase) inhibitor, a plant metabolite, an antidiarrhoeal drug, an antifungal agent, a HIV protease inhibitor and an animal metabolite. It is a member of phenols, a monomethoxybenzene and a member of benzaldehydes.
Isovanillin is a natural product found in Ficus erecta var. beecheyana, Sphallerocarpus gracilis, and other organisms with data available.
A member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.
D004791 - Enzyme Inhibitors
Isovanillin is an aldehyde oxidase inhibitor[1]. Antispasmodic activities[2]. Antidiarrheal activities[3].
Isovanillin is an aldehyde oxidase inhibitor[1]. Antispasmodic activities[2]. Antidiarrheal activities[3].

同义名列表

53 个代谢物同义名

InChI=1/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H; 4-08-00-01764 (Beilstein Handbook Reference); 3-Hydroxy-4-methoxybenzaldehyde, 99\\%; Oxy-3 methoxy-4 benzaldehyde [French]; Benzaldehyde, 3-hydroxy-4-methoxy-; 3-Hydroxy-4-methoxybenzaldehyde-d3; 3-hydroxy-4-methoxy- benzaldehyde; 3-Hydroxy-4-methoxy-benzaldehyde; 4-Methoxy-3-hydroxy-benzaldehyde; 3-hydroxy-4-methoxy benzaldehyde; m-hydroxy-p-methoxybenzaldehyde; 3-hydroxy-4methoxy-benzaldehyde; 3-Hydroxy-4-methoxybenzaldehyde; 4-Methoxy-3-hydroxybenzaldehyde; 4-methoxy-5-hydroxybenzaldehyde; 3-hydroxy4-methoxybenzaldehyde; Oxy-3 methoxy-4 benzaldehyde; isovanillin, potassium salt; 3-Hydroxy-para-anisaldehyde; p-Anisaldehyde, 3-hydroxy-; 5-formyl-2-methoxyphenol; 3-hydroxy-4-anisaldehyde; 3-Hydroxy-p-anisaldehyde; Isovanillin, >=95.0\\%; 3-Hydroxyanisaldehyde; ISOVANILLIC ALDEHYDE; 5-Formylguaiacol; NCIOpen2_001085; UNII-4A9N90H9X6; WLN: VHR CQ DO1; Isovanicaline; Isovanilline; iso-vanillin; Tox21_202858; Isovanillin; isovaniline; 4A9N90H9X6; isovanilin; InChI=1\C8H8O3\c1-11-8-3-2-6(5-9)4-7(8)10\h2-5,10H,1H; p-Anisaldehyde, 3-hydroxy- (8CI); EINECS 210-694-9; 143685_ALDRICH; MLS000574853; SMR000156287; ZINC00164617; 59927_FLUKA; 59940_FLUKA; BRN 1073021; NSC 82996; SBB008245; NSC82996; 621-59-0; Isovanillin



数据库引用编号

11 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)

120 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

  • Vikalp Vishwakarma, Jacob New, Dhruv Kumar, Vusala Snyder, Levi Arnold, Emily Nissen, Qingting Hu, Nikki Cheng, David Miller, Ahia Rael Thomas, Yelizaveta Shnayder, Kiran Kakarala, Terance Ted Tsue, Douglas A Girod, Sufi Mary Thomas. Potent Antitumor Effects of a Combination of Three Nutraceutical Compounds. Scientific reports. 2018 08; 8(1):12163. doi: 10.1038/s41598-018-29683-1. [PMID: 30111862]
  • Hyo Hee Yang, Kyung-Eon Oh, Yang Hee Jo, Jong Hoon Ahn, Qing Liu, Ayman Turk, Jae Young Jang, Bang Yeon Hwang, Ki Yong Lee, Mi Kyeong Lee. Characterization of tyrosinase inhibitory constituents from the aerial parts of Humulus japonicus using LC-MS/MS coupled online assay. Bioorganic & medicinal chemistry. 2018 01; 26(2):509-515. doi: 10.1016/j.bmc.2017.12.011. [PMID: 29254897]
  • Md Iqbal Alam, Mohammed A Alam, Ozair Alam, Amit Nargotra, Subhash Chandra Taneja, Surrinder Koul. Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship. European journal of medicinal chemistry. 2016 May; 114(?):209-19. doi: 10.1016/j.ejmech.2016.03.008. [PMID: 26986086]
  • Caitlin Cole, Thomas Burgoyne, Annie Lee, Lisa Stehno-Bittel, Gene Zaid. Arum Palaestinum with isovanillin, linolenic acid and β-sitosterol inhibits prostate cancer spheroids and reduces the growth rate of prostate tumors in mice. BMC complementary and alternative medicine. 2015 Aug; 15(?):264. doi: 10.1186/s12906-015-0774-5. [PMID: 26243305]
  • Abdul Wajid Khan, Saleem Jan, Shaista Parveen, Rahmat Ali Khan, Asma Saeed, Abdul Jabbar Tanveer, Anwar Ali Shad. Phytochemical analysis and Enzyme Inhibition Assay of Aerva javanica for Ulcer. Chemistry Central journal. 2012 Jul; 6(1):76. doi: 10.1186/1752-153x-6-76. [PMID: 22849857]
  • Wen Chen, Sheng'an Tang, Nan Qin, Huiyuan Zhai, Hongquan Duan. [Antioxidant constituents from Smilax riparia]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Mar; 37(6):806-10. doi: . [PMID: 22715727]
  • Bo Yi, Lifei Hu, Wenli Mei, Kaibing Zhou, Hui Wang, Ying Luo, Xiaoyi Wei, Haofu Dai. Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan. Molecules (Basel, Switzerland). 2011 Dec; 16(12):10157-67. doi: 10.3390/molecules161210157. [PMID: 22157579]
  • Min Chen, Fang Hu, Feng Li, Zhi Zhao, Ying Zhou. [Study on the chemical constituents from Fructus Toosendan (III)]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Dec; 34(12):1879-81. doi: . [PMID: 22500422]
  • Yanjing Bai, Chihiro Tohda, Shu Zhu, Masao Hattori, Katsuko Komatsu. Active components from Siberian ginseng (Eleutherococcus senticosus) for protection of amyloid β(25-35)-induced neuritic atrophy in cultured rat cortical neurons. Journal of natural medicines. 2011 Jul; 65(3-4):417-23. doi: 10.1007/s11418-011-0509-y. [PMID: 21301979]
  • Takafumi Akabane, Kohichiro Tanaka, Megumi Irie, Shigeyuki Terashita, Toshio Teramura. Case report of extensive metabolism by aldehyde oxidase in humans: pharmacokinetics and metabolite profile of FK3453 in rats, dogs, and humans. Xenobiotica; the fate of foreign compounds in biological systems. 2011 May; 41(5):372-84. doi: 10.3109/00498254.2010.549970. [PMID: 21385103]
  • Carmela Fimognari, Monia Lenzi, Lorenzo Ferruzzi, Eleonora Turrini, Paolo Scartezzini, Ferruccio Poli, Roberto Gotti, Alessandra Guerrini, Giovanni Carulli, Virginia Ottaviano, Giorgio Cantelli-Forti, Patrizia Hrelia. Mitochondrial pathway mediates the antileukemic effects of Hemidesmus indicus, a promising botanical drug. PloS one. 2011; 6(6):e21544. doi: 10.1371/journal.pone.0021544. [PMID: 21738701]
  • Aysel Ugur, Nurdan Sarac, M Emin Duru, Yavuz Beyatli. In vitro study of antibacterial activity on multi-resistant bacteria and chemical composition of the chloroform extract of endemic Centaurea drabifolia subsp. cappadocica. Natural product communications. 2009 Sep; 4(9):1267-70. doi: ". [PMID: 19831042]
  • Li Yang, Feng Feng, Yuan Gao. [Chemical constituents from herb of Solanum lyratum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Jul; 34(14):1805-8. doi: . [PMID: 19894512]
  • Longhai Lu, Ming Yang, Sheng Lin, Qin Zheng, Weidong Zhang. [Chemical constituents from acetyl acetate extract fraction of Incarvillea delavayi]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Jul; 34(14):1799-801. doi: ". [PMID: 19894510]
  • Junju Xu, Ninghua Tan, Guangzhi Zeng, Hongjin Han, Huoqiang Huang, Changjiu Ji, Meiju Zhu, Yumei Zhang. [Studies on chemical constituents in fruit of Alpinia oxyphylla]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(8):990-3. doi: . [PMID: 19639783]
  • Jianlong Sun, Anjun Deng, Zhihong Li, Hailin Qin. [Studies on chemical constituents of roots of Linum usitatissimum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Mar; 34(6):718-20. doi: . [PMID: 19624013]
  • Meng Wang, Teng-fei Ji, Jian-bo Yang, Ya-lun Su. [Studies on the chemical constituents of Phellodendron chinense]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Feb; 32(2):208-10. doi: . [PMID: 19504962]
  • Lei Wang, Zhi-qi Yin, Lei-hong Zhang, Wen-cai Ye, Xiao-qi Zhang, Wen-bin Shen, Shou-xun Zhao. [Chemical constituents from root barks of Periploca sepium]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Jul; 32(13):1300-2. doi: . [PMID: 17879730]
  • Chao-Bin Xue, Li Zhang, Wan-Chun Luo, Xian-Ye Xie, Lin Jiang, Ting Xiao. 3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors. Bioorganic & medicinal chemistry. 2007 Mar; 15(5):2006-15. doi: 10.1016/j.bmc.2006.12.038. [PMID: 17258462]
  • Hideki Kanho, Sayaka Yaoya, Nobuo Kawahara, Takahisa Nakane, Yoichi Takase, Kazuo Masuda, Masanori Kuroyanagi. Biotransformation of benzaldehyde-type and acetophenone-type derivatives by Pharbitis nil hairy roots. Chemical & pharmaceutical bulletin. 2005 Apr; 53(4):361-5. doi: 10.1248/cpb.53.361. [PMID: 15802832]
  • Jiyoung Ryu, Dongwook Son, Jungil Kang, Hyun-Su Kim, Bak-Kwang Kim, Sanghyun Lee. A benzenoid from the stem of Acanthopanax senticosus. Archives of pharmacal research. 2004 Sep; 27(9):912-4. doi: 10.1007/bf02975842. [PMID: 15473659]
  • Giuseppina Cioffi, Marta D'Auria, Alessandra Braca, Jeannette Mendez, Anibal Castillo, Ivano Morelli, Francesco De Simone, Nunziatina De Tommasi. Antioxidant and free-radical scavenging activity of constituents of the leaves of Tachigalia paniculata. Journal of natural products. 2002 Nov; 65(11):1526-9. doi: 10.1021/np0200764. [PMID: 12444671]
  • N E Austin, S J Baldwin, L Cutler, N Deeks, P J Kelly, M Nash, C E Shardlow, G Stemp, K Thewlis, A Ayrton, P Jeffrey. Pharmacokinetics of the novel, high-affinity and selective dopamine D3 receptor antagonist SB-277011 in rat, dog and monkey: in vitro/in vivo correlation and the role of aldehyde oxidase. Xenobiotica; the fate of foreign compounds in biological systems. 2001 Aug; 31(8-9):677-86. doi: 10.1080/00498250110056531. [PMID: 11569533]
  • S E Clarke, A W Harrell, R J Chenery. Role of aldehyde oxidase in the in vitro conversion of famciclovir to penciclovir in human liver. Drug metabolism and disposition: the biological fate of chemicals. 1995 Feb; 23(2):251-4. doi: . [PMID: 7736920]