Dodecyl gallate (BioDeep_00000018265)

   

human metabolite


代谢物信息卡片


Benzoic acid, 3,4,5-trihydroxy-, dodecyl ester

化学式: C19H30O5 (338.209313)
中文名称: 没食子酸十二酯
谱图信息: 最多检出来源 Bos taurus(endogenous) 50%

分子结构信息

SMILES: CCCCCCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
InChI: InChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3

描述信息

Dodecyl gallate is an antioxidant used in foods especially oil, fats, cheeses and mashed potato. Dodecyl gallate is a permitted for use in margarine in USA. Possesses same antioxidant effects as propyl gallate but incr. alkyl chain length gives rise to greater fat solubility.
Antioxidant used in foods especies oil, fats, cheeses and mashed potato. Permitted for use in margarine in USA. Possesses same antioxidant effects as propyl gallate but incr. alkyl chain length gives rise to greater fat solubility

同义名列表

27 个代谢物同义名

Benzoic acid, 3,4,5-trihydroxy-, dodecyl ester; 3,4,5-Trihydroxybenzoic acid, dodecyl ester; Dodecyl 3,4,5-trihydroxybenzoic acid; Dodecyl-3,4,5-trihydroxybenzoate; Dodecyl 3,4,5-trihydroxybenzoate; Gallic acid, dodecyl ester (8ci); Lauryl 3,4,5-trihydroxybenzoate; Dodecylester kyseliny gallove; Gallic acid, dodecyl ester; 45-Trihydroxybenzoic acid; Gallic acid, lauryl ester; Gallic acid lauryl ester; 45-Trihydroxybenzoate; N-Dodecylgallic acid; Dodecyl gallic acid; Antioxidant e 312; e-312 Antioxidant; e 312 Antioxidant; Antioxidant e-312; N-Dodecyl gallate; N-Dodecylgallate; Dodecyl gallate; Lauryl gallate; Nipagallin la; Progallin la; Dodecyl 3; e312



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)

2 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

  • Catherine Besner Morin, Denis Sasseville. Expanding Patch Testing Beyond the Baseline Series: Usefulness of Customized Antimicrobials, Vehicles, and Cosmetics Series. Dermatitis : contact, atopic, occupational, drug. 2020 Nov; 31(6):367-372. doi: 10.1097/der.0000000000000674. [PMID: 33074937]
  • Yu Hou, Zhengjun Xie, Hengqing Cui, Yongling Lu, Tiesong Zheng, Shengmin Sang, Lishuang Lv. Trapping of glyoxal by propyl, octyl and dodecyl gallates and their mono-glyoxal adducts. Food chemistry. 2018 Dec; 269(?):396-403. doi: 10.1016/j.foodchem.2018.07.030. [PMID: 30100451]
  • Junya de Lacorte Singulani, Liliana Scorzoni, Natália Manuela Strohmayer Lourencetti, Luana Rossi Oliveira, Rosana Silva Conçolaro, Patricia Bento da Silva, Ana Carolina Nazaré, Carlos Roberto Polaquini, Francesca Damiani Victorelli, Marlus Chorilli, Luis Octávio Regasini, Ana Marisa Fusco Almeida, Maria José Soares Mendes Giannini. Potential of the association of dodecyl gallate with nanostructured lipid system as a treatment for paracoccidioidomycosis: In vitro and in vivo efficacy and toxicity. International journal of pharmaceutics. 2018 Aug; 547(1-2):630-636. doi: 10.1016/j.ijpharm.2018.06.013. [PMID: 29883792]
  • Tsutomu Arakawa. Acetonitrile as solvent for protein interaction analysis. International journal of biological macromolecules. 2018 Jul; 114(?):728-732. doi: 10.1016/j.ijbiomac.2018.03.174. [PMID: 29605253]
  • Małgorzata Jurak, Robert Mroczka, Rafał Łopucki. Properties of Artificial Phospholipid Membranes Containing Lauryl Gallate or Cholesterol. The Journal of membrane biology. 2018 04; 251(2):277-294. doi: 10.1007/s00232-018-0025-z. [PMID: 29516109]
  • Marlene Raimunda Andreola Perazzoli, Camila Katerin Perondi, Cesar Milton Baratto, Evelyn Winter, Tânia Beatriz Creczynski-Pasa, Claudriana Locatelli. Gallic Acid and Dodecyl Gallate Prevents Carbon Tetrachloride-Induced Acute and Chronic Hepatotoxicity by Enhancing Hepatic Antioxidant Status and Increasing p53 Expression. Biological & pharmaceutical bulletin. 2017; 40(4):425-434. doi: 10.1248/bpb.b16-00782. [PMID: 28381798]
  • Jae-Min Kim, Seung-Hyun Choi, Gi-Hae Shin, Jin-Ha Lee, Seong-Ran Kang, Kyun-Young Lee, Ho-Soo Lim, Tae Seok Kang, Ok-Hwan Lee. Method validation and measurement uncertainty for the simultaneous determination of synthetic phenolic antioxidants in edible oils commonly consumed in Korea. Food chemistry. 2016 Dec; 213(?):19-25. doi: 10.1016/j.foodchem.2016.06.053. [PMID: 27451150]
  • Jian Zhao, Lin-Feng Li. Contact sensitization to cosmetic series of allergens in a general population in Beijing. Journal of cosmetic dermatology. 2014 Mar; 13(1):68-71. doi: 10.1111/jocd.12078. [PMID: 24641608]
  • Jian-Yao Wang, Hai-Long Wu, Yao Chen, Yan-Mei Sun, Yong-Jie Yu, Xiao-Hua Zhang, Ru-Qin Yu. Fast analysis of synthetic antioxidants in edible vegetable oil using trilinear component modeling of liquid chromatography-diode array detection data. Journal of chromatography. A. 2012 Nov; 1264(?):63-71. doi: 10.1016/j.chroma.2012.09.070. [PMID: 23063794]
  • Xu-Fu Zhang, Ying-Chun Dai, Weiming Zhong, Ming Tan, Zhi-Ping Lv, Ying-Chun Zhou, Xi Jiang. Tannic acid inhibited norovirus binding to HBGA receptors, a study of 50 Chinese medicinal herbs. Bioorganic & medicinal chemistry. 2012 Feb; 20(4):1616-23. doi: 10.1016/j.bmc.2011.11.040. [PMID: 22285570]
  • Clarissa A S de Cordova, Claudriana Locatelli, Laura S Assunção, Bruno Mattei, Alessandra Mascarello, Evelyn Winter, Ricardo J Nunes, Rosendo A Yunes, Tânia B Creczynski-Pasa. Octyl and dodecyl gallates induce oxidative stress and apoptosis in a melanoma cell line. Toxicology in vitro : an international journal published in association with BIBRA. 2011 Dec; 25(8):2025-34. doi: 10.1016/j.tiv.2011.08.003. [PMID: 21856409]
  • Ken-ichi Fujita, Isao Kubo. Antifungal activity of octyl gallate. International journal of food microbiology. 2002 Dec; 79(3):193-201. doi: 10.1016/s0168-1605(02)00108-3. [PMID: 12371654]
  • Isao Kubo, Noriyoshi Masuoka, Ping Xiao, Hiroyuki Haraguchi. Antioxidant activity of dodecyl gallate. Journal of agricultural and food chemistry. 2002 Jun; 50(12):3533-9. doi: 10.1021/jf011250h. [PMID: 12033824]
  • Hiroe Kikuzaki, Masashi Hisamoto, Kanae Hirose, Kayo Akiyama, Hisaji Taniguchi. Antioxidant properties of ferulic acid and its related compounds. Journal of agricultural and food chemistry. 2002 Mar; 50(7):2161-8. doi: 10.1021/jf011348w. [PMID: 11902973]
  • K Fujita, I Kubo. Plasma membrane injury induced by nonyl gallate in Saccharomyces cerevisiae. Journal of applied microbiology. 2002; 92(6):1035-42. doi: 10.1046/j.1365-2672.2002.01614.x. [PMID: 12010543]
  • I Abe, Y Kashiwagi, H Noguchi, T Tanaka, Y Ikeshiro, Y Kashiwada. Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase. Journal of natural products. 2001 Aug; 64(8):1010-4. doi: 10.1021/np010100y. [PMID: 11520216]
  • G Roy, M Lombardía, C Palacios, A Serrano, C Cespón, E Ortega, P Eiras, S Lujan, Y Revilla, P Gonzalez-Porqué. Mechanistic aspects of the induction of apoptosis by lauryl gallate in the murine B-cell lymphoma line Wehi 231. Archives of biochemistry and biophysics. 2000 Nov; 383(2):206-14. doi: 10.1006/abbi.2000.2049. [PMID: 11185555]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • F M Lewis, M Shah, D J Gawkrodger. Contact sensitivity to food additives can cause oral and perioral symptoms. Contact dermatitis. 1995 Dec; 33(6):429-30. doi: 10.1111/j.1600-0536.1995.tb02082.x. [PMID: 8706405]
  • K Fukuchi, H Sakagami, T Okuda, T Hatano, S Tanuma, K Kitajima, Y Inoue, S Inoue, S Ichikawa, M Nonoyama. Inhibition of herpes simplex virus infection by tannins and related compounds. Antiviral research. 1989 Jun; 11(5-6):285-97. doi: 10.1016/0166-3542(89)90038-7. [PMID: 2552915]
  • H L van der Meeren. Dodecyl gallate, permitted in food, is a strong sensitizer. Contact dermatitis. 1987 May; 16(5):260-2. doi: 10.1111/j.1600-0536.1987.tb01449.x. [PMID: 2957151]
  • C A van der Heijden, P J Janssen, J J Strik. Toxicology of gallates: a review and evaluation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1986 Oct; 24(10-11):1067-70. doi: 10.1016/0278-6915(86)90290-5. [PMID: 3542759]
  • Z Mikhaĭlova, R Vachkova, L Vasilieva, T Stavreva, N Donchev. [Toxicological study of the long-term effects of the antioxidant dodecyl gallate on albino rats]. Voprosy pitaniia. 1985 Mar; ?(2):49-52. doi: NULL. [PMID: 4002681]