Octyl gallate (BioDeep_00000017292)

 

Secondary id: BioDeep_00000412998, BioDeep_00000618408

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


Octyl gallate, European Pharmacopoeia (EP) Reference Standard

化学式: C15H22O5 (282.1467162)
中文名称: 没食子酸辛酯
谱图信息: 最多检出来源 Viridiplantae(plant) 7.21%

分子结构信息

SMILES: CCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
InChI: InChI=1S/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3

描述信息

Octyl gallate is a gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol. It has a role as a food antioxidant, a plant metabolite and a hypoglycemic agent.
Octyl gallate is an antioxidant used in margarineOctyl gallate has been shown to exhibit anti-viral function (A7906).
A gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol.
D000074385 - Food Ingredients > D005503 - Food Additives > D005520 - Food Preservatives
Octyl gallate is an antioxidant used in margarin
Antioxidant used in margarine.
Octyl gallate (Progallin O) is widely used as a food additive, with antimicrobial and antioxidant activity[1][2]. Octyl gallate (Progallin O) shows selective and sensitive fluorescent property[2]. Octyl gallate shows a marked antiviral effect against HSV-1, vesicular stomatitis virus (VSV) and poliovirus[3].
Octyl gallate (Progallin O) is widely used as a food additive, with antimicrobial and antioxidant activity[1][2]. Octyl gallate (Progallin O) shows selective and sensitive fluorescent property[2]. Octyl gallate shows a marked antiviral effect against HSV-1, vesicular stomatitis virus (VSV) and poliovirus[3].

同义名列表

47 个代谢物同义名

Octyl gallate, European Pharmacopoeia (EP) Reference Standard; Octyl gallate; Octyl 3,4,5-trihydroxybenzoate; E311; n-Octyl ester of 3,4,5-trihydroxybenzoic acid; octyl 3,4,5-trihydroxybenzoate;Octyl gallate; Octyl gallate, analytical reference material; 4-10-00-02005 (Beilstein Handbook Reference); BENZOIC ACID, 3,4,5-TRIHYDROXY-, OCTYL ESTER; Octyl gallate, antioxidant, >=99.0\\% (HPLC); n-Octyl ester of 3,5-trihydroxybenzoic acid; Progallin O;n-Octyl gallate;Stabilizer GA 8; 3,4,5-Trihydroxy-benzoic acid octyl ester; Benzoic acid,4,5-trihydroxy-, octyl ester; 3,4,5-trihydroxybenzoic acid octyl ester; 6-(3-Methoxy-phenyl)-morpholin-3-one; Oktylester kyseliny gallove [Czech]; Octyl 3,4,5-trihydroxybenzoate #; Octyl 3,4,5-trihydroxybenzoate; Octyl-3,4,5-trihydroxybenzoat; OCTYL GALLATE [EP MONOGRAPH]; Oktylester kyseliny gallove; OCTYL ESTER OF GALLIC ACID; Gallic acid n-octyl-ester; Gallic acid n-octyl ester; Gallic acid, octyl ester; Gallic acid octyl ester; octyl gallate dihydrate; Gallic acid-octyl ester; OCTYL GALLATE [WHO-DD]; OCTIL GALLATE [MART.]; N-Octyl gallic acid; Gallate octyl ester; WLN: QR BQ CQ EVO8; Octyl gallic acid; n-Octyl gallate; Stabilizer GA-8; Stabilizer GA 8; n-Octylgallate; Octyl gallate; Octylgallate; Tox21_300272; Progallin O; GA 8 (VAN); PPC-17; Octyl; e311; GA 8; 65D



数据库引用编号

13 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)

4 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

  • Junya L Singulani, Liliana Scorzoni, Patricia B da Silva, Ana C Nazaré, Carlos R Polaquini, Franciele G Baveloni, Marlus Chorilli, Luis O Regasini, Ana M Fusco-Almeida, Maria Js Mendes-Giannini. Antifungal activity and toxicity of an octyl gallate-loaded nanostructured lipid system on cells and nonmammalian animals. Future microbiology. 2022 03; 17(?):281-291. doi: 10.2217/fmb-2021-0095. [PMID: 35152707]
  • Run-Run Zhang, Yu-Gang Shi, Qing Gu, Mei Fang, Yue-Wen Chen, Sheng Fang, Ya-Li Dang, Jian-She Chen. Antimicrobial effect and mechanism of non-antibiotic alkyl gallates against Pseudomonas fluorescens on the surface of Russian sturgeon (Acipenser gueldenstaedti). International journal of food microbiology. 2021 Mar; 342(?):109093. doi: 10.1016/j.ijfoodmicro.2021.109093. [PMID: 33607540]
  • Venkata Saibabu, Zeeshan Fatima, Kamal Ahmad, Luqman Ahmad Khan, Saif Hameed. Octyl gallate triggers dysfunctional mitochondria leading to ROS driven membrane damage and metabolic inflexibility along with attenuated virulence in Candida albicans. Medical mycology. 2020 Apr; 58(3):380-392. doi: 10.1093/mmy/myz054. [PMID: 31135913]
  • Kee Voon Chua, Chi-Shuan Fan, Chia-Chi Chen, Li-Li Chen, Shu-Chen Hsieh, Tze-Sing Huang. Octyl Gallate Induces Pancreatic Ductal Adenocarcinoma Cell Apoptosis and Suppresses Endothelial-Mesenchymal Transition-Promoted M2-Macrophages, HSP90α Secretion, and Tumor Growth. Cells. 2019 12; 9(1):. doi: 10.3390/cells9010091. [PMID: 31905895]
  • Clarissa A S Cordova, Claudriana Locatelli, Evelyn Winter, Adny H Silva, Betina G Zanetti-Ramos, Raquel Jasper, Alessandra Mascarello, Rosendo A Yunes, Ricardo J Nunes, Tânia B Creczynski-Pasa. Solid lipid nanoparticles improve octyl gallate antimetastatic activity and ameliorate its renal and hepatic toxic effects. Anti-cancer drugs. 2017 10; 28(9):977-988. doi: 10.1097/cad.0000000000000539. [PMID: 28746057]
  • Qing Wang, Yongkui Zhang, Hui Li. Octyl gallate: An antioxidant demonstrating selective and sensitive fluorescent property. Food chemistry. 2017 Mar; 219(?):268-273. doi: 10.1016/j.foodchem.2016.09.157. [PMID: 27765226]
  • Noora Sjöstedt, Kira Holvikari, Päivi Tammela, Heidi Kidron. Inhibition of Breast Cancer Resistance Protein and Multidrug Resistance Associated Protein 2 by Natural Compounds and Their Derivatives. Molecular pharmaceutics. 2017 01; 14(1):135-146. doi: 10.1021/acs.molpharmaceut.6b00754. [PMID: 28043125]
  • 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]
  • Mosaad A Abdel-Wahhab, Abdulhadi Aljawish, Amany M Kenawy, Aziza A El-Nekeety, Heba S Hamed, Sekena H Abdel-Aziem. Grafting of gallic acid onto chitosan nano particles enhances antioxidant activities in vitro and protects against ochratoxin A toxicity in catfish (Clarias gariepinus). Environmental toxicology and pharmacology. 2016 Jan; 41(?):279-88. doi: 10.1016/j.etap.2015.12.005. [PMID: 26774075]
  • Verdiana Steccanella, Mats Hansson, Poul Erik Jensen. Linking chlorophyll biosynthesis to a dynamic plastoquinone pool. Plant physiology and biochemistry : PPB. 2015 Dec; 97(?):207-16. doi: 10.1016/j.plaphy.2015.10.009. [PMID: 26480470]
  • Denise Galzerano, Kathleen Feilke, Patrick Schaub, Peter Beyer, Anja Krieger-Liszkay. Effect of constitutive expression of bacterial phytoene desaturase CRTI on photosynthetic electron transport in Arabidopsis thaliana. Biochimica et biophysica acta. 2014 Mar; 1837(3):345-53. doi: 10.1016/j.bbabio.2013.12.010. [PMID: 24378845]
  • R Cecily Rosemary Latha, P Daisy. Therapeutic potential of octyl gallate isolated from fruits of Terminalia bellerica in streptozotocin-induced diabetic rats. Pharmaceutical biology. 2013 Jun; 51(6):798-805. doi: 10.3109/13880209.2013.766894. [PMID: 23675839]
  • 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]
  • Jessica Schmitz, Mark Aurel Schöttler, Stephan Krueger, Stefan Geimer, Anja Schneider, Tatjana Kleine, Dario Leister, Kirsten Bell, Ulf-Ingo Flügge, Rainer E Häusler. Defects in leaf carbohydrate metabolism compromise acclimation to high light and lead to a high chlorophyll fluorescence phenotype in Arabidopsis thaliana. BMC plant biology. 2012 Jan; 12(?):8. doi: 10.1186/1471-2229-12-8. [PMID: 22248311]
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  • Hirofumi Shibata, Tatsuro Nakano, M Anowar Khasru Parvez, Yoshihiro Furukawa, Akio Tomoishi, Shingo Niimi, Naokatu Arakaki, Tomihiko Higuti. Triple combinations of lower and longer alkyl gallates and oxacillin improve antibiotic synergy against methicillin-resistant Staphylococcus aureus. Antimicrobial agents and chemotherapy. 2009 May; 53(5):2218-20. doi: 10.1128/aac.00829-08. [PMID: 19223633]
  • E Sierra-Campos, M A Valdez-Solana, D Matuz-Mares, I Velázquez, J P Pardo. Induction of morphological changes in Ustilago maydis cells by octyl gallate. Microbiology (Reading, England). 2009 Feb; 155(Pt 2):604-611. doi: 10.1099/mic.0.020800-0. [PMID: 19202109]
  • Liisa Törmäkangas, Pia Vuorela, Elise Saario, Maija Leinonen, Pekka Saikku, Heikki Vuorela. In vivo treatment of acute Chlamydia pneumoniae infection with the flavonoids quercetin and luteolin and an alkyl gallate, octyl gallate, in a mouse model. Biochemical pharmacology. 2005 Oct; 70(8):1222-30. doi: 10.1016/j.bcp.2005.07.012. [PMID: 16139801]
  • Ken-Ichi Fujita, Isao Kubo. Naturally occurring antifungal agents against Zygosaccharomyces bailii and their synergism. Journal of agricultural and food chemistry. 2005 Jun; 53(13):5187-91. doi: 10.1021/jf0500987. [PMID: 15969495]
  • Tae Joung Ha, Ken-ichi Nihei, Isao Kubo. Lipoxygenase inhibitory activity of octyl gallate. Journal of agricultural and food chemistry. 2004 May; 52(10):3177-81. doi: 10.1021/jf034925k. [PMID: 15137872]
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  • 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]
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