(2E,4E)-2,4-Hexadienoic acid (BioDeep_00000017489)

Main id: BioDeep_00000416047

Secondary id: BioDeep_00000182645

human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


Sorbic acid, Pharmaceutical Secondary Standard; Certified Reference Material

化学式: C6H8O2 (112.05242679999999)
中文名称: 山梨酸, 山梨酸钾
谱图信息: 最多检出来源 Escherichia coli(natural_products) 6.06%

分子结构信息

SMILES: C(/C)=C\C=C\C(=O)O
InChI: InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)

描述信息

Sorbic acid appears as white powder or crystals. Melting point 134.5 °C. Slightly acidic and astringent taste with a faint odor.
Sorbic acid is a hexadienoic acid with double bonds at C-2 and C-4; it has four geometrical isomers, of which the trans,trans-form is naturally occurring. It is a hexadienoic acid, a polyunsaturated fatty acid, a medium-chain fatty acid and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a sorbate.
Sorbic acid is a natural product found in Prunus domestica and Schisandra chinensis with data available.
(2E,4E)-2,4-Hexadienoic acid is a preservative for many foodstuffs. Generally used as K salt or (less frequently) as Ca salt. (2E,4E)-2,4-Hexadienoic acid is an antimicrobial agent against a wide variety of microorganisms, especially yeasts and moulds. (2E,4E)-2,4-Hexadienoic acid is a preservative action more efficient in acidic foods. Typical usage levels 500-2000 ppm(2E,4E)-2,4-Hexadienoic acid belongs to the family of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond.
Sorbic acid is a metabolite found in or produced by Saccharomyces cerevisiae.
Mold and yeast inhibitor. Used as a fungistatic agent for foods, especially cheeses.
(2E,4E)-2,4-Hexadienoic acid is a preservative for many foodstuffs. Generally used as K salt or (less frequently) as Ca salt. (2E,4E)-2,4-Hexadienoic acid is an antimicrobial agent against a wide variety of microorganisms, especially yeasts and moulds. (2E,4E)-2,4-Hexadienoic acid is a preservative action more efficient in acidic foods. Typical usage levels 500-2000 pp
Preservative for many foodstuffs. Generally used as K salt or (less frequently) as Ca salt. Antimicrobial agent against a wide variety of microorganisms, especies yeasts and moulds. Preservative action more efficient in acidic foods. Typical usage levels 500-2000 ppm.
A hexadienoic acid with double bonds at C-2 and C-4; it has four geometrical isomers, of which the trans,trans-form is naturally occurring.
D000074385 - Food Ingredients > D005503 - Food Additives > D005520 - Food Preservatives
Sorbic acid is a highly efficient, and nonpoisonous?food preservative.?Sorbic acid generally is an effective inhibitor of most molds and yeasts and some bacteria[1].
Sorbic acid is a highly efficient, and nonpoisonous?food preservative.?Sorbic acid generally is an effective inhibitor of most molds and yeasts and some bacteria[1].

同义名列表

118 个代谢物同义名

Sorbic acid, Pharmaceutical Secondary Standard; Certified Reference Material; Sorbic acid, United States Pharmacopeia (USP) Reference Standard; InChI=1/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4; Sorbic acid, European Pharmacopoeia (EP) Reference Standard; Hexadienoic acid1,3-pentadiene-1-carboxylic acid; alpha-trans-Laquo gammaRaquo -trans-sorbic acid; Kyselina 1,3-pentadien-1-karboxylova [Czech]; Sorbic acid, Vetec(TM) reagent grade, 98\\%; Sorbic acid, tested according to Ph.Eur.; 1,3-Pentadiene-1-carboxylic acid, (E,E)-; Sorbic acid, for synthesis, 99.0-101.0\\%; .alpha.-trans-.gamma.-trans-Sorbic acid; Sorbic acid, SAJ first grade, >=98.5\\%; (E,E)-1,3-pentadiene-1-carboxylic acid; 2,4-Hexadienoic acid, (trans,trans)-; Kyselina 1,3-pentadien-1-karboxylova; 2, 4-Hexadienoic acid potassium salt; alpha-trans-gamma-trans-Sorbic acid; (e,e)-1,3-Pentadiene-1-carboxylate; Sorbic acid, potassium salt (van); 2,4-Hexadienoic acid, >=99\\%, FCC; (E,E)-2,4-HEXADIENOIC ACID [FHFI]; trans,trans-2,4-Hexadienoic acid; Sorbic acid, analytical standard; trans-trans-2,4-Hexadienoic acid; 1,3-Pentadiene-1-carboxylic acid; alpha-trans-gamma-trans-Sorbate; 2,4-Hexadienoic acid, (2E,4E)-; Acetic acid, (2-butenylidene)-; (E,E)-Sorbic acid; Sorbic acid; (2E,4E)-2,4-Hexadienoic acid #; Hexa-2,4-dienoic acid, (E,E)-; (2E,4E)-hexa-2,4-dienoic acid; 2,4-Hexadienoic acid, (E,E)-; (2-butenylidene) acetic acid; 1,3-Pentadiene-1-carboxylate; (2E,4E)-2,4-Hexadienoic acid; trans,trans-2,4-Hexadienoate; (2-butenylidene)-Acetic acid; (2-Butenylidene)acetic acid; Α-trans-γ-trans-sorbic acid; (e,e)-hexa-2,4-dienoic acid; Sorbic acid, potassium salt; a-trans-g-trans-Sorbic acid; SORBIC ACID [EP MONOGRAPH]; SORBIC ACID (EP MONOGRAPH); (E,E)-2,4-Hexadienoic acid; Acetic acid, crotylidene-; (2E,4E)-2,4-Hexenoic acid; Kyselina sorbova [Czech]; (2E,4E)-2,4-Hexadienoate; trans, trans-Sorbic acid; Hexadienoic acid, (E,E); Crotylidene-Acetic acid; Α-trans-γ-trans-sorbate; Crotylidene acetic acid; a-trans-g-trans-Sorbate; trans,trans-Sorbic acid; 2-Propenylacrylic acid; 2E,4E-Hexadienoic acid; (e,e)-2,4-Hexadienoate; Acid, Propenylacrylic; Sorbic acid, >=99.0\\%; Hexa-2,4-dienoic acid; SORBIC ACID [USP-RS]; 2,4-Hexadienoic acid; SORBIC ACID [WHO-DD]; Propenylacrylic Acid; SORBIC ACID (USP-RS); Sorbic acid, (E,E)-; SORBIC ACID [MART.]; SORBIC ACID (MART.); SORBIC ACID [VANDF]; trans,trans-Sorbate; Sorbate, Potassium; 2,4-Hexadiensaeure; SORBIC ACID [INCI]; SORBIC ACID [HSDB]; Sorbic Acid [USAN]; Potassium Sorbate; SORBIC ACID [FCC]; (E,E)-Sorbic acid; Acid, Hexadienoic; SORBIC ACID (II); Sorbic acid [NF]; SORBIC ACID [II]; Sorbic Acid (SA); Kyselina sorbova; Hexadienoic acid; SORBIC ACID [MI]; Sorbic acid (NF); Acidum sorbicum; Sorbate, Sodium; Hexadienic acid; trans,trans-SA; Sodium Sorbate; (e,e)-Sorbate; E-sorbic acid; Tox21_201719; Preservastat; Acid, Sorbic; Tox21_300182; Sorbinsaeure; Tox21_111164; Sorbinsaure; Sorbic acid; sorbic-acid; Sorbistat; AI3-14851; FEMA 3921; C6:2n-2,4; (E,E)-SA; Panosorb; Sorbate; 2,4-SA; C6H8O2; FA 6:2; SA



数据库引用编号

22 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)

5 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

  • Avery C Vilbert, Wayne S Kontur, Derek Gille, Daniel R Noguera, Timothy J Donohue. Engineering Novosphingobium aromaticivorans to produce cis,cis-muconic acid from biomass aromatics. Applied and environmental microbiology. 2024 Jan; 90(1):e0166023. doi: 10.1128/aem.01660-23. [PMID: 38117061]
  • Benning Le, Hoeun Park, Kathleen Campbell, Michael K Rust, Chow-Yang Lee, Dong-Hwan Choe. Laboratory evaluations of biodegradable boric acid hydrogel baits for the control of Argentine ant (Hymenoptera: Formicidae). Journal of economic entomology. 2023 Mar; ?(?):. doi: 10.1093/jee/toad037. [PMID: 36869818]
  • Ahmed F El-Aswad, Maher I Aly, Sameh A Alsahaty, Ayman B A Basyony. Efficacy evaluation of some fumigants against Fusarium oxysporum and enhancement of tomato growth as elicitor-induced defense responses. Scientific reports. 2023 Feb; 13(1):2479. doi: 10.1038/s41598-023-29033-w. [PMID: 36774421]
  • Daliah Alves Coelho Trevisan, Andreia Farias Pereira Batista, Paula Aline Zanetti Campanerut-Sá, Daniela Cristina de Medeiros Araújo, Taísa Dalla Valle Rörig Ribeiro, João Carlos Palazzo de Mello, Jane Martha Graton Mikcha. Synergistic activity of Stryphnodendron adstringens and potassium sorbate against foodborne bacteria. Archives of microbiology. 2022 May; 204(6):292. doi: 10.1007/s00203-022-02904-y. [PMID: 35503382]
  • Elaine A Yu, José O Alemán, Donald R Hoover, Qiuhu Shi, Michael Verano, Kathryn Anastos, Phyllis C Tien, Anjali Sharma, Ani Kardashian, Mardge H Cohen, Elizabeth T Golub, Katherine G Michel, Deborah R Gustafson, Marshall J Glesby. Plasma metabolomic analysis indicates flavonoids and sorbic acid are associated with incident diabetes: A nested case-control study among Women's Interagency HIV Study participants. PloS one. 2022; 17(7):e0271207. doi: 10.1371/journal.pone.0271207. [PMID: 35802662]
  • Wei Jia, Xixuan Wu, Ruiting Li, Shuxing Liu, Lin Shi. Effect of nisin and potassium sorbate additions on lipids and nutritional quality of Tan sheep meat. Food chemistry. 2021 Dec; 365(?):130535. doi: 10.1016/j.foodchem.2021.130535. [PMID: 34256226]
  • Sepideh Abbaszadeh, Saeed Yousefinejad, Saeed Jafari, Esmaeel Soleimani. In-syringe ionic liquid-dispersive liquid-liquid microextraction coupled with HPLC for the determination of trans,trans-muconic acid in human urine sample. Journal of separation science. 2021 Aug; 44(16):3126-3136. doi: 10.1002/jssc.202100044. [PMID: 34114310]
  • Gabriela M Olmedo, Carina G Baigorria, Ana C Ramallo, Milena Sepulveda, Jacqueline Ramallo, Sabrina I Volentini, Viviana A Rapisarda, Luciana Cerioni. Inhibition of the lemon brown rot causal agent Phytophthora citrophthora by low-toxicity compounds. Journal of the science of food and agriculture. 2021 Jul; 101(9):3613-3619. doi: 10.1002/jsfa.10990. [PMID: 33275277]
  • Marcia Domínguez, Juan F Blandez, Beatriz Lozano-Torres, Cristina de la Torre, Maurizio Licchelli, Carlo Mangano, Valeria Amendola, Félix Sancenón, Ramón Martínez-Máñez. A Nanoprobe Based on Gated Mesoporous Silica Nanoparticles for The Selective and Sensitive Detection of Benzene Metabolite t,t-Muconic Acid in Urine. Chemistry (Weinheim an der Bergstrasse, Germany). 2021 Jan; 27(4):1306-1310. doi: 10.1002/chem.202004272. [PMID: 33064343]
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  • E Demirok Soncu, N Özdemir, B Arslan, S Küçükkaya, A Soyer. Contribution of surface application of chitosan-thyme and chitosan-rosemary essential oils to the volatile composition, microbial profile, and physicochemical and sensory quality of dry-fermented sausages during storage. Meat science. 2020 Aug; 166(?):108127. doi: 10.1016/j.meatsci.2020.108127. [PMID: 32247159]
  • Barbara Rodrigues Geraldino, Rafaella Ferreira Nascimento Nunes, Juliana Barroso Gomes, Isabela Giardini, Paula Vieira Baptista da Silva, Élida Campos, Katia Soares da Poça, Rocio Hassan, Ubirani Barros Otero, Marcia Sarpa. Analysis of Benzene Exposure in Gas Station Workers Using Trans,Trans-Muconic Acid. International journal of environmental research and public health. 2020 07; 17(15):. doi: 10.3390/ijerph17155295. [PMID: 32717818]
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  • Luigi De Maria, Caterina Ledda, Antonio Caputi, Francesca Mansi, Enza Sabrina Silvana Cannone, Stefania Sponselli, Domenica Cavone, Francesco Birtolo, Emanuele Cannizzaro, Giovanni Maria Ferri, Venerando Rapisarda, Luigi Vimercati. Biological Monitoring of Exposure to Benzene in Port Workers. Frontiers in public health. 2020; 8(?):271. doi: 10.3389/fpubh.2020.00271. [PMID: 32766192]
  • Athanasia Vasilaki, Magdalini Hatzikamari, Alkiviadis Stagkos-Georgiadis, Athanasia M Goula, Ioannis Mourtzinos. A natural approach in food preservation: Propolis extract as sorbate alternative in non-carbonated beverage. Food chemistry. 2019 Nov; 298(?):125080. doi: 10.1016/j.foodchem.2019.125080. [PMID: 31260985]
  • Sunisa Chaiklieng, Pornnapa Suggaravetsiri, Norbert Kaminski, Herman Autrup. Factors Affecting Urinary tt-Muconic Acid Detection among Benzene Exposed Workers at Gasoline Stations. International journal of environmental research and public health. 2019 10; 16(21):. doi: 10.3390/ijerph16214209. [PMID: 31671611]
  • Cheng Zhang, Xinglu Pan, Xiaomao Wu, Fengshou Dong, Xingang Liu, Jun Xu, Xiaohu Wu, Ming Li, Yongquan Zheng. Removal of dimethachlon from soils using immobilized cells and enzymes of a novel potential degrader Providencia stuartii JD. Journal of hazardous materials. 2019 10; 378(?):120606. doi: 10.1016/j.jhazmat.2019.04.089. [PMID: 31326122]
  • Karl Forsell, Ingrid Liljelind, Göran Ljungkvist, Rolf Nordlinder, Eva Andersson, Ralph Nilsson. Benzene Exposure and Biomarkers in Alveolar Air and Urine Among Deck Crews on Tankers Transporting Gasoline. Annals of work exposures and health. 2019 10; 63(8):890-897. doi: 10.1093/annweh/wxz055. [PMID: 31382272]
  • Hossein Mohammadzadeh-Aghdash, Nader Akbari, Karim Esazadeh, Jafar Ezzati Nazhad Dolatabadi. Molecular and technical aspects on the interaction of serum albumin with multifunctional food preservatives. Food chemistry. 2019 Sep; 293(?):491-498. doi: 10.1016/j.foodchem.2019.04.119. [PMID: 31151640]
  • Norma Pérez-Herrera, Lorena Díaz de León-Martínez, Rogelio Flores-Ramírez, Olivier Barbier, Manolo Ortega-Romero, Fernando May-Euán, Kelvin Saldaña-Villanueva, Javier Perera-Rios, Francisco Javier Pérez-Vázquez. Evaluation of Benzene Exposure and Early Biomarkers of Kidney Damage in Children Exposed to Solvents Due to Precarious Work in Ticul, Yucatán, México. Annals of global health. 2019 07; 85(1):. doi: 10.5334/aogh.2482. [PMID: 31276330]
  • Tatsuya Suzuki, Seiji Yamato. Mode of action of piperovatine, an insecticidal piperamide isolated from Piper piscatorum (Piperaceae), against voltage-gated sodium channels. Neurotoxicology. 2018 12; 69(?):288-295. doi: 10.1016/j.neuro.2018.07.021. [PMID: 30098356]
  • Qian Wang, Jiayi Wang, Wu Ding, Dequan Zhang, Kevin Reed, Boce Zhang. Alternatives to carcinogenic preservatives in Chinese Sausage - Sorbic acid-loaded chitosan/tripolyphosphate nanoparticles. International journal of biological macromolecules. 2018 Dec; 120(Pt A):28-33. doi: 10.1016/j.ijbiomac.2018.08.034. [PMID: 30098368]
  • Mariella Carrieri, Giovanna Spatari, Giovanna Tranfo, Daniela Sapienza, Maria Luisa Scapellato, Giovanni Battista Bartolucci, Maurizio Manno. Biological monitoring of low level exposure to benzene in an oil refinery: Effect of modulating factors. Toxicology letters. 2018 Dec; 298(?):70-75. doi: 10.1016/j.toxlet.2018.08.001. [PMID: 30086327]
  • Mohammad Mehdi Amin, Nasim Rafiei, Parinaz Poursafa, Karim Ebrahimpour, Nafiseh Mozafarian, Bahareh Shoshtari-Yeganeh, Majid Hashemi, Roya Kelishadi. Association of benzene exposure with insulin resistance, SOD, and MDA as markers of oxidative stress in children and adolescents. Environmental science and pollution research international. 2018 Dec; 25(34):34046-34052. doi: 10.1007/s11356-018-3354-7. [PMID: 30280344]
  • I Šoljić, A Vermeulen, C Nambooze, A Rivière, S Samapundo, F Devlieghere. Solid fat influences sorbic acid partitioning and enhances the preservation effect on C. guilliermondii in biphasic food model systems. International journal of food microbiology. 2018 Nov; 285(?):74-80. doi: 10.1016/j.ijfoodmicro.2018.07.014. [PMID: 30071495]
  • Dong-Hee Koh, Mi-Young Lee, Eun-Kyo Chung, Jae-Kil Jang, Dong-Uk Park. Comparison of personal air benzene and urine t,t-muconic acid as a benzene exposure surrogate during turnaround maintenance in petrochemical plants. Industrial health. 2018 Jul; 56(4):346-355. doi: 10.2486/indhealth.2017-0225. [PMID: 29643270]
  • Limin Kung, Megan L Smith, Erica Benjamim da Silva, Michelle C Windle, Thiago C da Silva, Stephanie A Polukis. An evaluation of the effectiveness of a chemical additive based on sodium benzoate, potassium sorbate, and sodium nitrite on the fermentation and aerobic stability of corn silage. Journal of dairy science. 2018 Jul; 101(7):5949-5960. doi: 10.3168/jds.2017-14006. [PMID: 29655557]
  • Cristina Caleja, Lillian Barros, João C M Barreira, Ana Ciric, Marina Sokovic, Ricardo C Calhelha, M Beatriz, P P Oliveira, Isabel C F R Ferreira. Suitability of lemon balm (Melissa officinalis L.) extract rich in rosmarinic acid as a potential enhancer of functional properties in cupcakes. Food chemistry. 2018 Jun; 250(?):67-74. doi: 10.1016/j.foodchem.2018.01.034. [PMID: 29412929]
  • Federica Rota, Anastasia Conti, Laura Campo, Chiara Favero, Laura Cantone, Valeria Motta, Elisa Polledri, Rosa Mercadante, Giorgio Dieci, Valentina Bollati, Silvia Fustinoni. Epigenetic and Transcriptional Modifications in Repetitive Elements in Petrol Station Workers Exposed to Benzene and MTBE. International journal of environmental research and public health. 2018 04; 15(4):. doi: 10.3390/ijerph15040735. [PMID: 29649143]
  • Christine Brückner, Mislav Oreb, Gotthard Kunze, Eckhard Boles, Joanna Tripp. An expanded enzyme toolbox for production of cis, cis-muconic acid and other shikimate pathway derivatives in Saccharomyces cerevisiae. FEMS yeast research. 2018 03; 18(2):. doi: 10.1093/femsyr/foy017. [PMID: 29462295]
  • Aymerick Eudes, Roland Berthomieu, Zhangying Hao, Nanxia Zhao, Veronica Teixeira Benites, Edward E K Baidoo, Dominique Loqué. Production of muconic acid in plants. Metabolic engineering. 2018 03; 46(?):13-19. doi: 10.1016/j.ymben.2018.02.002. [PMID: 29474840]
  • Abdulrahman Bahrami, Farhad Ghamari, Yadollah Yamini, Farshid Ghorbani Shahna, Ali Koolivand. Ion-pair-based hollow-fiber liquid-phase microextraction combined with high-performance liquid chromatography for the simultaneous determination of urinary benzene, toluene, and styrene metabolites. Journal of separation science. 2018 Jan; 41(2):501-508. doi: 10.1002/jssc.201700685. [PMID: 29082608]
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  • Lucía G Pruneda-Alvarez, Tania Ruíz-Vera, Angeles C Ochoa-Martínez, Iván N Pérez-Maldonado. Urinary trans-trans muconic acid (exposure biomarker to benzene) and hippuric acid (exposure biomarker to toluene) concentrations in Mexican women living in high-risk scenarios of air pollution. Archives of environmental & occupational health. 2017 Nov; 72(6):351-358. doi: 10.1080/19338244.2016.1272539. [PMID: 27982738]
  • Wangquan He, Samad Rahimnejad, Ling Wang, Kai Song, Kangle Lu, Chunxiao Zhang. Effects of organic acids and essential oils blend on growth, gut microbiota, immune response and disease resistance of Pacific white shrimp (Litopenaeus vannamei) against Vibrio parahaemolyticus. Fish & shellfish immunology. 2017 Nov; 70(?):164-173. doi: 10.1016/j.fsi.2017.09.007. [PMID: 28882791]
  • M V Rosati, A Sancini, F Tomei, C Sacco, V Traversini, A De Vita, D P De Cesare, G Giammichele, F De Marco, F Pagliara, F Massoni, L Ricci, G Tomei, S Ricci. Correlation between benzene and testosterone in workers exposed to urban pollution. La Clinica terapeutica. 2017 Nov; 168(6):e380-e387. doi: 10.7417/t.2017.2038. [PMID: 29209688]
  • Esmaeel Soleimani, Abdulrahman Bahrami, Abbas Afkhami, Farshid Ghorbani Shahna. Determination of urinary trans,trans-muconic acid using molecularly imprinted polymer in microextraction by packed sorbent followed by liquid chromatography with ultraviolet detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Sep; 1061-1062(?):65-71. doi: 10.1016/j.jchromb.2017.07.008. [PMID: 28710969]
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  • So Young Kim, Bu-Soon Son, Hee-Jin Park, Seung Ha Oh, Jun Ho Lee, Myung-Hwan Suh, Moo Kyun Park. Impact of environmental volatile organic compounds on otitis media in children: Correlation between exposure and urinary metabolites. International journal of pediatric otorhinolaryngology. 2017 Feb; 93(?):157-162. doi: 10.1016/j.ijporl.2016.12.036. [PMID: 28109489]
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