Usaf cz-1 (BioDeep_00000867812)

Main id: BioDeep_00000018210

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


InChI=1\C5H8O3\c1-4(6)2-3-5(7)8\h2-3H2,1H3,(H,7,8

化学式: C5H8O3 (116.0473418)
中文名称: 乙酰丙酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)CCC(=O)O
InChI: InChI=1S/C5H8O3/c1-4(6)2-3-5(7)8/h2-3H2,1H3,(H,7,8)

描述信息

D004791 - Enzyme Inhibitors
Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate.
Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate.

同义名列表

44 个代谢物同义名

InChI=1\C5H8O3\c1-4(6)2-3-5(7)8\h2-3H2,1H3,(H,7,8; 4-03-00-01560 (Beilstein Handbook Reference); VALERIC ACID, 4-OXO-(LEVULINIC ACID); PENTANOIC ACID,4-OXO MFC5 H8 O3; 3-Ketobutane-1-carboxylic acid; .beta.-Acetylpropionic acid; Propionic acid, 3-acetyl-; beta-Acetylpropionic acid; .gamma.-Ketovaleric acid; gamma-Ketovaleric acid; Pentanoic acid, 4-oxo-; 3-Acetylpropionic acid; 3-Acetylpropionsaeure; Pentanoic acid, 4-oxo; 4-oxo-pentanoic acid; Valeric acid, 4-oxo-; Acetopropionic acid; Acidum laevulinicum; 4-Oxopentanoic acid; 4-Ketovaleric acid; 4-Oxopentansaeure; 4-Oxovaleric acid; EINECS 204-649-2; LAEVULINIC ACID; Laevulinsaeure; LEVULINIC ACID; Laevulic acid; FEMA No. 2627; Levulinsaeure; LMFA01060006; Levulic acid; CHEBI:45630; AIDS-017682; BRN 0506796; AIDS017682; WLN: QV2V1; Usaf cz-1; AI3-03377; ST5213942; NSC 3716; 123-76-2; NSC3716; LEVA; Levulinic acid



数据库引用编号

8 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

  • Vinayak Laxman Pachapur, Mariana Valdez Castillo, Rahul Saini, Satinder Kaur Brar, Yann Le Bihan. Integrated biorefinery approach for utilization of wood waste into levulinic acid and 2-Phenylethanol production under mild treatment conditions. Journal of biotechnology. 2024 Jun; 389(?):78-85. doi: 10.1016/j.jbiotec.2024.05.002. [PMID: 38718873]
  • Lijiao Wen, Chen Fan, Xi Zhao, Xueli Cao. Rapid extraction of bioactive compounds from gardenia fruit using new and recyclable deep eutectic solvents. Journal of separation science. 2023 Jul; ?(?):e2300163. doi: 10.1002/jssc.202300163. [PMID: 37496306]
  • Gwi-Taek Jeong, Sung-Koo Kim. Valorization of thermochemical conversion of lipid-extracted microalgae to levulinic acid. Bioresource technology. 2020 Oct; 313(?):123684. doi: 10.1016/j.biortech.2020.123684. [PMID: 32562965]
  • Bora Kim, Jeongwoo Yang, Minji Kim, Jae W Lee. One-pot selective production of levulinic acid and formic acid from spent coffee grounds in a catalyst-free biphasic system. Bioresource technology. 2020 May; 303(?):122898. doi: 10.1016/j.biortech.2020.122898. [PMID: 32032939]
  • Faisal Kholiya, Meena R Rathod, Doddabhimappa R Gangapur, S Adimurthy, Ramavatar Meena. An integrated effluent free process for the production of 5-hydroxymethyl furfural (HMF), levulinic acid (LA) and KNS-ML from aqueous seaweed extract. Carbohydrate research. 2020 Apr; 490(?):107953. doi: 10.1016/j.carres.2020.107953. [PMID: 32146239]
  • Stine Egebro Hansen, Eva Marxen, Christian Janfelt, Jette Jacobsen. Buccal delivery of small molecules - Impact of levulinic acid, oleic acid, sodium dodecyl sulfate and hypotonicity on ex vivo permeability and spatial distribution in mucosa. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2018 Dec; 133(?):250-257. doi: 10.1016/j.ejpb.2018.10.016. [PMID: 30359717]
  • Der-Shyan Sheu, Yuh-Ling Lee Chen, Wun-Jyun Jhuang, Houng-Yung Chen, Wann-Neng Jane. Cultivation temperature modulated the monomer composition and polymer properties of polyhydroxyalkanoate synthesized by Cupriavidus sp. L7L from levulinate as sole carbon source. International journal of biological macromolecules. 2018 Oct; 118(Pt B):1558-1564. doi: 10.1016/j.ijbiomac.2018.06.193. [PMID: 30170365]
  • Xuetong Fan, Joshua B Gurtler, Kimberly J B Sokorai. Tomato type and post-treatment water rinse affect efficacy of acid washes against Salmonella enterica inoculated on stem scars of tomatoes and product quality. International journal of food microbiology. 2018 Sep; 280(?):57-65. doi: 10.1016/j.ijfoodmicro.2018.05.012. [PMID: 29783044]
  • Uwaila Omoruyi, Samuel Page, Jason Hallett, Philip W Miller. Homogeneous Catalyzed Reactions of Levulinic Acid: To γ-Valerolactone and Beyond. ChemSusChem. 2016 08; 9(16):2037-47. doi: 10.1002/cssc.201600517. [PMID: 27464831]
  • Faraj Hijaz, Nabil Killiny. A gas chromatography-mass spectrometry method for the determination of delta-aminolevulinic acid in plant leaves. Journal of chromatography. A. 2016 May; 1447(?):57-63. doi: 10.1016/j.chroma.2016.04.041. [PMID: 27106399]
  • Gopal K Pattanayak, Baishnab C Tripathy. Modulation of biosynthesis of photosynthetic pigments and light-harvesting complex in wild-type and gun5 mutant of Arabidopsis thaliana during impaired chloroplast development. Protoplasma. 2016 May; 253(3):747-752. doi: 10.1007/s00709-016-0958-y. [PMID: 27001427]
  • Domenico Licursi, Claudia Antonetti, Marco Martinelli, Erika Ribechini, Marco Zanaboni, Anna Maria Raspolli Galletti. Monitoring/characterization of stickies contaminants coming from a papermaking plant--Toward an innovative exploitation of the screen rejects to levulinic acid. Waste management (New York, N.Y.). 2016 Mar; 49(?):469-482. doi: 10.1016/j.wasman.2016.01.026. [PMID: 26838609]
  • Shunichi Utsumi, Tomohiro Nakamura, Yasuko Obata, Noboru Ohta, Kozo Takayama. Effect of Nerolidol and/or Levulinic Acid on the Thermotropic Behavior of Lipid Lamellar Structures in the Stratum Corneum. Chemical & pharmaceutical bulletin. 2016; 64(12):1692-1697. doi: 10.1248/cpb.c16-00515. [PMID: 27904078]
  • Gustavo Metzker, Antonio C B Burtoloso. Conversion of levulinic acid into γ-valerolactone using Fe3(CO)12: mimicking a biorefinery setting by exploiting crude liquors from biomass acid hydrolysis. Chemical communications (Cambridge, England). 2015 Sep; 51(75):14199-202. doi: 10.1039/c5cc02993g. [PMID: 26258183]
  • Kyung Min Lee, Okkyoung Choi, Ki-Yeon Kim, Han Min Woo, Yunje Kim, Sung Ok Han, Byoung-In Sang, Youngsoon Um. Butyric acid production from red algae by a newly isolated Clostridium sp. S1. Biotechnology letters. 2015 Sep; 37(9):1837-44. doi: 10.1007/s10529-015-1869-2. [PMID: 26026964]
  • Ze-Shen Liu, Xiao-Lei Wu, Kenji Kida, Yue-Qin Tang. Corn stover saccharification with concentrated sulfuric acid: effects of saccharification conditions on sugar recovery and by-product generation. Bioresource technology. 2012 Sep; 119(?):224-33. doi: 10.1016/j.biortech.2012.05.107. [PMID: 22728786]
  • T Jin, J B Gurtler. Inactivation of salmonella on tomato stem scars by edible chitosan and organic Acid coatings. Journal of food protection. 2012 Aug; 75(8):1368-72. doi: 10.4315/0362-028x.jfp-12-054. [PMID: 22856559]
  • Pierre Gallezot. Conversion of biomass to selected chemical products. Chemical Society reviews. 2012 Feb; 41(4):1538-58. doi: 10.1039/c1cs15147a. [PMID: 21909591]
  • Chao Huang, Hong Wu, Zong-Jun Liu, Jun Cai, Wen-Yong Lou, Min-Hua Zong. Effect of organic acids on the growth and lipid accumulation of oleaginous yeast Trichosporon fermentans. Biotechnology for biofuels. 2012 Jan; 5(?):4. doi: 10.1186/1754-6834-5-4. [PMID: 22260291]
  • Mitsunori Yakata, Ryouzo Kuramitsu, Shigehiro Kai, Hisashi Kudo, Ryousuke Yamoto, Shingo Matsuo. [Development and performance evaluation of a GC-FPD method for quantification of ethephon in feeds]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2012; 53(1):45-51. doi: 10.3358/shokueishi.53.45. [PMID: 22450669]
  • Venugopal Mendu, Anne E Harman-Ware, Mark Crocker, Jungho Jae, Jozsef Stork, Samuel Morton, Andrew Placido, George Huber, Seth Debolt. Identification and thermochemical analysis of high-lignin feedstocks for biofuel and biochemical production. Biotechnology for biofuels. 2011 Oct; 4(?):43. doi: 10.1186/1754-6834-4-43. [PMID: 22018114]
  • Kazuhiko Enami, Tomoki Ozawa, Noriko Motohashi, Masayuki Nakamura, Kan Tanaka, Mitsumasa Hanaoka. Plastid-to-nucleus retrograde signals are essential for the expression of nuclear starch biosynthesis genes during amyloplast differentiation in tobacco BY-2 cultured cells. Plant physiology. 2011 Sep; 157(1):518-30. doi: 10.1104/pp.111.178897. [PMID: 21771917]
  • Martin Schäfer, Christine Fischer, Stefan Meldau, Eileen Seebald, Ralf Oelmüller, Ian T Baldwin. Lipase activity in insect oral secretions mediates defense responses in Arabidopsis. Plant physiology. 2011 Jul; 156(3):1520-34. doi: 10.1104/pp.111.173567. [PMID: 21546453]
  • Ping-ting Zhu, Ping Bo, Yun Sun. [Study on the correlation between Chinese medical syndrome types and serum levels of PLTP and CETP in coronary heart disease patients]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2011 Jun; 31(6):749-52. doi: . [PMID: 21823416]
  • Yoshiyuki Ogasawara, Shintaro Itagaki, Kazuya Yamaguchi, Noritaka Mizuno. Saccharification of natural lignocellulose biomass and polysaccharides by highly negatively charged heteropolyacids in concentrated aqueous solution. ChemSusChem. 2011 Apr; 4(4):519-25. doi: 10.1002/cssc.201100025. [PMID: 21404445]
  • Youngmi Kim, Eduardo Ximenes, Nathan S Mosier, Michael R Ladisch. Soluble inhibitors/deactivators of cellulase enzymes from lignocellulosic biomass. Enzyme and microbial technology. 2011 Apr; 48(4-5):408-15. doi: 10.1016/j.enzmictec.2011.01.007. [PMID: 22112958]
  • Roman Sobotka, Martin Tichy, Annegret Wilde, C Neil Hunter. Functional assignments for the carboxyl-terminal domains of the ferrochelatase from Synechocystis PCC 6803: the CAB domain plays a regulatory role, and region II is essential for catalysis. Plant physiology. 2011 Apr; 155(4):1735-47. doi: 10.1104/pp.110.167528. [PMID: 21081693]
  • Hongzhang Chen, Bin Yu, Shengying Jin. Production of levulinic acid from steam exploded rice straw via solid superacid, S2O8(2-)/ZrO2-SiO2-Sm2O3. Bioresource technology. 2011 Feb; 102(3):3568-70. doi: 10.1016/j.biortech.2010.10.018. [PMID: 21036602]
  • Ynes R Ortega, Maria P Torres, Jessica M Tatum. Efficacy of levulinic acid-sodium dodecyl sulfate against Encephalitozoon intestinalis, Escherichia coli O157:H7, and Cryptosporidium parvum. Journal of food protection. 2011 Jan; 74(1):140-4. doi: 10.4315/0362-028x.jfp-10-104. [PMID: 21219777]
  • Gopal K Pattanayak, Baishnab C Tripathy. Overexpression of protochlorophyllide oxidoreductase C regulates oxidative stress in Arabidopsis. PloS one. 2011; 6(10):e26532. doi: 10.1371/journal.pone.0026532. [PMID: 22031838]
  • Wenqiang Guan, Lihan Huang, Xuetong Fan. Acids in combination with sodium dodecyl sulfate caused quality deterioration of fresh-cut iceberg lettuce during storage in modified atmosphere package. Journal of food science. 2010 Oct; 75(8):S435-40. doi: 10.1111/j.1750-3841.2010.01786.x. [PMID: 21535517]
  • S Papageorgiou, A Varvaresou, E Tsirivas, C Demetzos. New alternatives to cosmetics preservation. Journal of cosmetic science. 2010 Mar; 61(2):107-23. doi: ". [PMID: 20447363]
  • Xi Chen, Zihui Li, Xiaoxi Zhang, Fengxian Hu, Dewey D Y Ryu, Jie Bao. Screening of oleaginous yeast strains tolerant to lignocellulose degradation compounds. Applied biochemistry and biotechnology. 2009 Dec; 159(3):591-604. doi: 10.1007/s12010-008-8491-x. [PMID: 19156369]
  • Damien Guillaumot, Stéphanie Guillon, Pierre Morsomme, Henri Batoko. ABA, porphyrins and plant TSPO-related protein. Plant signaling & behavior. 2009 Nov; 4(11):1087-90. doi: 10.4161/psb.4.11.9796. [PMID: 19838071]
  • Tong Zhao, Ping Zhao, Michael P Doyle. Inactivation of Salmonella and Escherichia coli O157:H7 on lettuce and poultry skin by combinations of levulinic acid and sodium dodecyl sulfate. Journal of food protection. 2009 May; 72(5):928-36. doi: 10.4315/0362-028x-72.5.928. [PMID: 19517717]
  • B Girisuta, B Danon, R Manurung, L P B M Janssen, H J Heeres. Experimental and kinetic modelling studies on the acid-catalysed hydrolysis of the water hyacinth plant to levulinic acid. Bioresource technology. 2008 Nov; 99(17):8367-75. doi: 10.1016/j.biortech.2008.02.045. [PMID: 18417339]
  • Yanghui Zhang, Jidnyasa Gaekwad, Margreet A Wolfert, Geert-Jan Boons. Synthetic tetra-acylated derivatives of lipid A from Porphyromonas gingivalis are antagonists of human TLR4. Organic & biomolecular chemistry. 2008 Sep; 6(18):3371-81. doi: 10.1039/b809090d. [PMID: 18802645]
  • Ying Xiong, Ke-Zhong Deng, Wen-Yuan Gao, Yuan-Qiang Guo. [Studies on chemical constituents of Ranunculus ternatus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Apr; 33(8):909-11. doi: ". [PMID: 18619350]
  • Ganesh Sriram, Vidya V Iyer, D Bruce Fulton, Jacqueline V Shanks. Identification of hexose hydrolysis products in metabolic flux analytes: a case study of levulinic acid in plant protein hydrolysate. Metabolic engineering. 2007 Sep; 9(5-6):442-51. doi: 10.1016/j.ymben.2007.07.003. [PMID: 17888703]
  • De-yong Zhang, Fei-xue Cheng, Ju-e Cheng, Zhan-hong Zhang, Yong Liu. [Cloning and prokaryotic expression of Rhodoblastus acidophilus 5-aminolevlinate synthase gene]. Wei sheng wu xue bao = Acta microbiologica Sinica. 2007 Aug; 47(4):639-44. doi: ". [PMID: 17944364]
  • Christopher Lysakowski, Lionel Dumont, Christoph Czarnetzki, Martin R Tramèr. Magnesium as an adjuvant to postoperative analgesia: a systematic review of randomized trials. Anesthesia and analgesia. 2007 Jun; 104(6):1532-9, table of contents. doi: 10.1213/01.ane.0000261250.59984.cd. [PMID: 17513654]
  • M Williams, J G M Huijmans, M Duran, J B C de Klerk, B T van Maldegem, B T Poll-The. [Lactic acidosis and accumulation of glutamate in the blood of neonates following treatment with calcium levulinate for hypocalcaemia]. Nederlands tijdschrift voor geneeskunde. 2007 May; 151(21):1191-6. doi: NULL. [PMID: 17557760]
  • Chun Chang, Peilin Cen, Xiaojian Ma. Levulinic acid production from wheat straw. Bioresource technology. 2007 May; 98(7):1448-53. doi: 10.1016/j.biortech.2006.03.031. [PMID: 17157004]
  • Lois Keithly, Geoffrey Ferris Wayne, Doris M Cullen, Gregory N Connolly. Industry research on the use and effects of levulinic acid: a case study in cigarette additives. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2005 Oct; 7(5):761-71. doi: 10.1080/14622200500259820. [PMID: 16191747]
  • Robert G Salomon. Isolevuglandins, oxidatively truncated phospholipids, and atherosclerosis. Annals of the New York Academy of Sciences. 2005 Jun; 1043(?):327-42. doi: 10.1196/annals.1333.040. [PMID: 16037255]
  • Leighton Coates, Gordon Beaven, Peter T Erskine, Samuel I Beale, Yael J Avissar, Raj Gill, Fiyaz Mohammed, Steve P Wood, Peter Shoolingin-Jordan, Jon B Cooper. The X-ray structure of the plant like 5-aminolaevulinic acid dehydratase from Chlorobium vibrioforme complexed with the inhibitor laevulinic acid at 2.6 A resolution. Journal of molecular biology. 2004 Sep; 342(2):563-70. doi: 10.1016/j.jmb.2004.07.007. [PMID: 15327955]
  • Meeta Jain, Rekha Puranik Gadre. Inhibition of 5-amino levulinic acid dehydratase activity by arsenic in excised etiolated maize leaf segments during greening. Journal of plant physiology. 2004 Mar; 161(3):251-5. doi: 10.1078/0176-1617-00879. [PMID: 15077622]
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