Propyl gallate (BioDeep_00000230867)

 

Secondary id: BioDeep_00000002172, BioDeep_00000229802, BioDeep_00000412936

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


Propyl gallate, Pharmaceutical Secondary Standard; Certified Reference Material

化学式: C10H12O5 (212.06847019999998)
中文名称: 没食子酸丙酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.15%

分子结构信息

SMILES: CCCOC(=O)C1=CC(=C(C(=C1)O)O)O
InChI: InChI=1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3

描述信息

Propyl gallate appears as fine white to creamy-white crystalline powder. Odorless or with a faint odor. Melting point 150 °C. Insoluble in water. Slightly bitter taste.
N-propyl gallate is a trihydroxybenzoic acid.
Propyl Gallate is under investigation in clinical trial NCT01450098 (A Study of LY2484595 in Healthy Subjects).
Propyl gallate is a natural product found in Alchornea glandulosa, Mangifera indica, and Zea mays with data available.
Propyl gallate is found in corn. Propyl gallate is an antioxidant used in foods especially animal fats and vegetable oils. Synergistic with other antioxidants such as Butylated hydroxyanisole DNB28-K and 2,6-Di-tert-butyl-4-methylphenol HCH42-H. Especially effective with polyunsaturated fats. Indirect food additive arising from paper or board packaging, adhesives and food contact polymers Propyl gallate is an anti-oxidant. It protects against oxidation by hydrogen peroxide and oxygen free radicals, in a catalytic manner similar to superoxide dismutase. Propyl gallate, or propyl 3,4,5-trihydroxybenzoate is an ester formed by the condensation of gallic acid and propanol. It is an antioxidant added to foods containing oils and fats to prevent oxidation.[citation needed] As a food additive, it is used under the E number E310.Propyl gallate has been shown to exhibit pro-oxidant and radical scavenger functions (A7908, A7909).
Antioxidant for foods, fats, oils, ethers, emulsions, waxes, and transformer oils.
Propyl gallate is found in corn. Propyl gallate is an antioxidant used in foods especially animal fats and vegetable oils. Synergistic with other antioxidants such as Butylated hydroxyanisole DNB28-K and 2,6-Di-tert-butyl-4-methylphenol HCH42-H. Especially effective with polyunsaturated fats. Indirect food additive arising from paper or board packaging, adhesives and food contact polymers Propyl gallate is an anti-oxidant. It protects against oxidation by hydrogen peroxide and oxygen free radicals, in a catalytic manner similar to superoxide dismutase. Propyl gallate, or propyl 3,4,5-trihydroxybenzoate is an ester formed by the condensation of gallic acid and propanol. It is an antioxidant added to foods containing oils and fats to prevent oxidation.[citation needed] As a food additive, it is used under the E number E310
Antioxidant used in foods especies animal fats and vegetable oils. Synergistic with other antioxidants such as Butylated hydroxyanisole DNB28-K and 2,6-Di-tert-butyl-4-methylphenol HCH42-H. Especies effective with polyunsaturated fats. Indirect food additive arising from paper or board packaging, adhesives and food contact polymers
D020011 - Protective Agents > D000975 - Antioxidants
Propyl gallate is a common food antioxidant. Propyl gallate can inhibit the production of acrolein, glyoxal and methylglyoxal[1][2].
Propyl gallate is a common food antioxidant. Propyl gallate can inhibit the production of acrolein, glyoxal and methylglyoxal[1][2].

同义名列表

81 个代谢物同义名

Propyl gallate, Pharmaceutical Secondary Standard; Certified Reference Material; InChI=1/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H; Propyl gallate, United States Pharmacopeia (USP) Reference Standard; Propyl gallate, European Pharmacopoeia (EP) Reference Standard; N-PROPYL ESTER OF 3,4,5- TRIHYDROXYBENZOIC ACID; Propyl gallate, for microscopy, >=98.0\\% (HPLC); n-Propyl ester of 3,4,5-trihydroxybenzoic acid; Benzoic acid, 3,4,5-trihydroxy-, propyl ester; n-Propyl ester of 3,5-trihydroxybenzoic acid; Propyl gallate, antioxidant, >=98.0\\% (HPLC); 3,4,5-Trihydroxybenzoic acid n-propyl ester; 3,4,5-Trihydroxybenzene-1-propylcarboxylate; 3,4,5-Trihydroxy-benzoic acid propyl ester; Benzoic acid,4,5-trihydroxy-, propyl ester; 3,4,5-Trihydroxybenzoic acid, propyl ester; 3,5-Trihydroxybenzene-1-propylcarboxylate; 3,4,5-Trihydroxybenzoic acid propyl ester; 3,5-Trihydroxybenzoic acid, propyl ester; 5-Methyl-4,5-dihydrothiazole-2-thiol; Propylester kyseliny gallove [Czech]; EFFF5FFA-651C-4DE3-A25F-D807C65D5537; 3,4,5-Trihydroxy-benzoic acid propy; n-Propyl 3,4,5-trihydroxybenzoate; Propyl gallate, USP, 98.0-102.0\\%; n-Propyl-3,4,5-Trihydroxybenzoate; n-Propyl 3,5-trihydroxybenzoate; Propyl 3,4,5-trihydroxybenzoate; Propyl 3,5-trihydroxybenzoate; PROPYL GALLATE [EP MONOGRAPH]; Propylester kyseliny gallove; Propyl gallate, >=98\\%, FCC; Gallic acid, n-propyl ester; Gallic acid n-propyl ester; Gallic acid, propyl ester; Gallic acid propyl esterZ; Gallic acid propyl ester; Gallic acid-propyl ester; PROPYL GALLATE [WHO-DD]; PROPYL GALLATE [USP-RS]; PROPYL GALLATE [VANDF]; PROPYL GALLATE [MART.]; Propyl gallate, powder; PROPYL GALLATE [INCI]; PROPYL GALLATE [HSDB]; PROPYL GALLATE [FHFI]; Propyl gallate, 98\\%; PROPYL GALLATE [FCC]; N-Propyl gallic acid; Propyl gallate [NF]; PROPYL GALLATE [II]; PROPYL GALLATE [MI]; Propyl gallate (NF); Propyl gallic acid; WLN: QR BQ CQ EVO3; Propyl Gallate, NF; Propylgallate,(S); N-Propyl gallate; n-propyl-gallate; Gallate, Propyl; UNII-8D4SNN7V92; Propyl galiate; Propyl gallate; Oprea1_580415; Tox21_202286; Nipagallin P; Tox21_113531; Pro gallin P; Tox21_300060; NCI60_002094; Nipanox S 1; Progallin P; 8D4SNN7V92; Sustane PG; FEMA 2947; AI3-17136; Tenox PG; NIPA 49; l ester; Propyl; e310; PG



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

7 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

  • Tianyuan Li, Tin Shen, Kai Shi, Yunfeng Zhang. Transcriptome analysis reveals the effect of propyl gallate on kiwifruit callus formation. Plant cell reports. 2024 Feb; 43(3):60. doi: 10.1007/s00299-024-03140-y. [PMID: 38334781]
  • Priyanka Raju Chougule, Rajendra Sangaraju, Pradeep B Patil, S S Y H Qadri, Virendra V Panpatil, Sudip Ghosh, Sathish Kumar Mungamuri, Manjula Bhanoori, Sukesh Narayan Sinha. Effect of ethyl gallate and propyl gallate on dextran sulfate sodium (DSS)-induced ulcerative colitis in C57BL/6 J mice: preventive and protective. Inflammopharmacology. 2023 Jun; ?(?):. doi: 10.1007/s10787-023-01254-5. [PMID: 37266812]
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  • Siyu Zhang, Joseph R Hyatt, Casimir C Akoh. Solvent-free enzymatic synthesis of 1,2-dipalmitoylgalloylglycerol: Characterization and optimization of reaction condition. Food chemistry. 2021 May; 344(?):128604. doi: 10.1016/j.foodchem.2020.128604. [PMID: 33243556]
  • Corinne Vanucci-Bacqué, Florence Bedos-Belval. Anti-inflammatory activity of naturally occuring diarylheptanoids - A review. Bioorganic & medicinal chemistry. 2021 02; 31(?):115971. doi: 10.1016/j.bmc.2020.115971. [PMID: 33422907]
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  • Dong Liu, Yuemin Pan, Kunyuan Li, Dandan Li, Ping Li, Zhimou Gao. Proteomics Reveals the Mechanism Underlying the Inhibition of Phytophthora sojae by Propyl Gallate. Journal of agricultural and food chemistry. 2020 Aug; 68(31):8151-8162. doi: 10.1021/acs.jafc.0c02371. [PMID: 32633954]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Pascual García-Pérez, Sonia Losada-Barreiro, Pedro P Gallego, Carlos Bravo-Díaz. Adsorption of gallic acid, propyl gallate and polyphenols from Bryophyllum extracts on activated carbon. Scientific reports. 2019 10; 9(1):14830. doi: 10.1038/s41598-019-51322-6. [PMID: 31616022]
  • Alireza Einali. The induction of salt stress tolerance by propyl gallate treatment in green microalga Dunaliella bardawil, through enhancing ascorbate pool and antioxidant enzymes activity. Protoplasma. 2018 Mar; 255(2):601-611. doi: 10.1007/s00709-017-1173-1. [PMID: 28990124]
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  • Yifen Lin, Yixiong Lin, Hetong Lin, John Shi, Yihui Chen, Hui Wang. Inhibitory effects of propyl gallate on membrane lipids metabolism and its relation to increasing storability of harvested longan fruit. Food chemistry. 2017 Feb; 217(?):133-138. doi: 10.1016/j.foodchem.2016.08.065. [PMID: 27664618]
  • Qunqun Wang, Kai Zhou, Yong Ning, Guanghua Zhao. Effect of the structure of gallic acid and its derivatives on their interaction with plant ferritin. Food chemistry. 2016 Dec; 213(?):260-267. doi: 10.1016/j.foodchem.2016.06.085. [PMID: 27451180]
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  • Jeung-Eun Lee, Jung-Min Kim, Hyun-Jun Jang, Se-Young Lim, Seon-Jeong Choi, Nan-Hee Lee, Pann-Ghill Suh, Ung-Kyu Choi. Propyl gallate inhibits adipogenesis by stimulating extracellular signal-related kinases in human adipose tissue-derived mesenchymal stem cells. Molecules and cells. 2015 Apr; 38(4):336-42. doi: 10.14348/molcells.2015.2238. [PMID: 25813451]
  • Lu Ma, Xiao-fa Zhu, Yu-yun Wu, Ke-ji Chen, Da-zhuo Shi, Hui-jun Yin. Protective effect of propyl gallate against oxidized low-density lipoprotein-induced injury of endothelial cells. Chinese journal of integrative medicine. 2015 Apr; 21(4):299-306. doi: 10.1007/s11655-014-1980-6. [PMID: 25588940]
  • Xiao Sui, Xiangfeng Niu, Mengliang Shi, Guangsheng Pei, Jinghan Li, Lei Chen, Jiangxin Wang, Weiwen Zhang. Metabolomic analysis reveals mechanism of antioxidant butylated hydroxyanisole on lipid accumulation in Crypthecodinium cohnii. Journal of agricultural and food chemistry. 2014 Dec; 62(51):12477-84. doi: 10.1021/jf503671m. [PMID: 25436856]
  • Jing Kang, Lu Han, Zhonglin Chen, Jimin Shen, Jun Nan, Yihua Zhang. Sensitized chemiluminescence of 2-phenyl-4,5-di(2-furyl)-1H-imidazole/K₃Fe(CN)₆/propyl gallate system combining with solid-phase extraction for the determination of propyl gallate in edible oil. Food chemistry. 2014 Sep; 159(?):445-50. doi: 10.1016/j.foodchem.2014.03.042. [PMID: 24767080]
  • Natalia Mallo, Jesús Lamas, José M Leiro. Alternative oxidase inhibitors as antiparasitic agents against scuticociliatosis. Parasitology. 2014 Sep; 141(10):1311-21. doi: 10.1017/s0031182014000572. [PMID: 24824550]
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  • Mamdouh Nabil Samy, Nabil Samy Mamdouh, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Mohamed Salah Kamel. Taxiphyllin 6'-O-gallate, actinidioionoside 6'-O-gallate and myricetrin 2″-O-sulfate from the leaves of Syzygium samarangense and their biological activities. Chemical & pharmaceutical bulletin. 2014; 62(10):1013-8. doi: 10.1248/cpb.c14-00352. [PMID: 25273060]
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  • Jing Liang, Feng Xu, Ming-Ying Shang, Guang-Xue Liu, Xuan Wang, Shao-Qing Cai. [Metabolite profiling of propyl gallate in rat plasma and urine by HPLC-DAD-ESI-IT-TOF-MS(n) technique]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2013 Nov; 38(22):3970-6. doi: NULL. [PMID: 24558886]
  • Manuel E Medina, Cristina Iuga, Juan Raúl Alvarez-Idaboy. Antioxidant activity of propyl gallate in aqueous and lipid media: a theoretical study. Physical chemistry chemical physics : PCCP. 2013 Aug; 15(31):13137-46. doi: 10.1039/c3cp51644j. [PMID: 23824251]
  • Temelkan Bakır, Inci Sönmezoğlu, Filiz Imer, Reşat Apak. Polar paradox revisited: analogous pairs of hydrophilic and lipophilic antioxidants in linoleic acid emulsion containing Cu(II). Journal of the science of food and agriculture. 2013 Aug; 93(10):2478-85. doi: 10.1002/jsfa.6063. [PMID: 23520052]
  • Yi-Fen Lin, Yong-Hua Hu, He-Tong Lin, Xuan Liu, Yi-Hui Chen, Shen Zhang, Qing-Xi Chen. Inhibitory effects of propyl gallate on tyrosinase and its application in controlling pericarp browning of harvested longan fruits. Journal of agricultural and food chemistry. 2013 Mar; 61(11):2889-95. doi: 10.1021/jf305481h. [PMID: 23427826]
  • Sonia Losada-Barreiro, Verónica Sánchez-Paz, Carlos Bravo-Díaz. Effects of emulsifier hydrophile-lipophile balance and emulsifier concentration on the distributions of gallic acid, propyl gallate, and α-tocopherol in corn oil emulsions. Journal of colloid and interface science. 2013 Jan; 389(1):1-9. doi: 10.1016/j.jcis.2012.07.036. [PMID: 22939258]
  • 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]
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  • Miao Chen, Zhigang Tai, Xujia Hu, Mousheng Liu, Yaling Yang. Utility of 4-chloro-7-nitrobenzofurazan for the spectrofluorimetric determination of butylated hydroxyanisole and propyl gallate in foodstuffs. Journal of food science. 2012 Apr; 77(4):C401-7. doi: 10.1111/j.1750-3841.2011.02607.x. [PMID: 22394117]
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