DIETHYLENE GLYCOL (BioDeep_00001873556)
Main id: BioDeep_00000010085
Volatile Flavor Compounds
代谢物信息卡片
1,5-Dihydroxy-3-oxapentane
化学式: C4H10O3 (106.06299100000001)
中文名称: 二乙二醇, 二（羟乙基）醚
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(COCCO)O
InChI: InChI=1S/C4H10O3/c5-1-3-7-4-2-6/h5-6H,1-4H2
描述信息
COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
同义名列表
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:46807
- KEGG: C14689
- PubChem: 8117
- ChEMBL: CHEMBL1235226
- CAS: 149626-00-6
- CAS: 105400-04-2
- CAS: 31290-76-3
- CAS: 111-46-6
- PubChem: 17395688
- PDB-CCD: PEG
- NIKKAJI: J5.110A
- RefMet: Diethylene glycol
- KNApSAcK: 46807
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)
0 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
- Shamaila Inayat, Sajid Rashid Ahmad, Sana Javaid Awan, Muhammad Nawshad, Qurban Ali. In vivo and in vitro toxicity profile of tetrabutylammonium bromide and alcohol-based deep eutectic solvents.
Scientific reports.
2023 Jan; 13(1):1777. doi:
10.1038/s41598-023-28928-y. [PMID: 36720927] - N Jamison Courtney, K Cuevas-Ocampo Areli, B Flowers Ashley, W Nam Hyung, D Dayton Robert, P McKinney Mary, G Mitchell Hannah, S Fitzgerald Joseph, E Steib Mattie, R Toups Colton, E McMartin Kenneth. Histopathological evidence that diethylene glycol produces kidney and nervous system damage in rats.
Neurotoxicology.
2022 Jul; 91(?):200-210. doi:
10.1016/j.neuro.2022.05.015. [PMID: 35643325] - Courtney N Jamison, Robert D Dayton, Brian Latimer, Mary P McKinney, Hannah G Mitchell, Kenneth E McMartin. Diethylene glycol produces nephrotoxic and neurotoxic effects in female rats.
Clinical toxicology (Philadelphia, Pa.).
2022 Mar; 60(3):324-331. doi:
10.1080/15563650.2021.1953049. [PMID: 34278906] - Cristiano O L Goulart, Leonardo S Bordoni, Clésia C Nascentes, Letícia M Costa. Analysis of Diglycolic Acid after Mass Poisoning by Diethylene Glycol.
Journal of analytical toxicology.
2022 Feb; 46(1):64-68. doi:
10.1093/jat/bkaa187. [PMID: 33270110] - V Hinić, H M B Seth-Smith, S Damm, P Amico, N Khanna, A Egli, V Bättig. Unexpected Mycoplasma hominis infection in two renal transplant recipients traced back to the same donor by whole-genome sequencing.
European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology.
2021 May; 40(5):1097-1102. doi:
10.1007/s10096-020-04116-y. [PMID: 33367958] - Björn Runesson, Andreas Jonsson, Erik Lindeman. [Diethylene glycol poisoning - the first known Swedish case].
Lakartidningen.
2021 02; 118(?):. doi:
. [PMID: 33616194] - Reena Jain, Shivani Randev, Pankaj Kumar, Vishal Guglani. Acute Kidney Injury and Encephalopathy in a Child: Diethylene Glycol Poisoning.
Indian journal of pediatrics.
2021 02; 88(2):194-195. doi:
10.1007/s12098-020-03557-9. [PMID: 33175363] - Carrol R Nanco, Justin L Poklis, Marzena M Hiler, Alison B Breland, Thomas Eissenberg, Carl E Wolf. An Ultra-High-Pressure Liquid Chromatographic Tandem Mass Spectrometry Method for the Analysis of Benzoyl Ester Derivatized Glycols and Glycerol.
Journal of analytical toxicology.
2019 Oct; 43(9):720-725. doi:
10.1093/jat/bkz071. [PMID: 31436292] - Nicholas G Welch, Robert M T Madiona, Thomas B Payten, Christopher D Easton, Luisa Pontes-Braz, Narelle Brack, Judith A Scoble, Benjamin W Muir, Paul J Pigram. Surface immobilized antibody orientation determined using ToF-SIMS and multivariate analysis.
Acta biomaterialia.
2017 06; 55(?):172-182. doi:
10.1016/j.actbio.2017.03.038. [PMID: 28359858] - Avneesh Gupta, Francisco J Diaz, Anita Lal, Lokman Sung, Cynthia K Aaron. Basal Ganglion Hemorrhage as Delayed Complication of Diethylene Glycol Ingestion.
The American journal of forensic medicine and pathology.
2017 Mar; 38(1):39-42. doi:
10.1097/paf.0000000000000295. [PMID: 28085681] - Natarajan Gopalakrishnan, M Kamarajan, T Balasubramaniyan, Ramanathan Sakthirajan, Jeyachandran Dhanapriya, Thanigachalam Dineshkumar. Diethylene glycol poisoning-induced acute kidney injury.
Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia.
2016 Nov; 27(6):1276-1279. doi:
10.4103/1319-2442.194692. [PMID: 27900981] - Taylor Conrad, Greg M Landry, Tak Yee Aw, Royce Nichols, Kenneth E McMartin. Diglycolic acid, the toxic metabolite of diethylene glycol, chelates calcium and produces renal mitochondrial dysfunction in vitro.
Clinical toxicology (Philadelphia, Pa.).
2016 Jul; 54(6):501-11. doi:
10.3109/15563650.2016.1162312. [PMID: 27002734] - Loretta T Ford, Jonathan D Berg. Five-year review of a UK 24 hour testing service for plasma ethylene glycol and diethylene glycol.
Annals of clinical biochemistry.
2016 Jul; 53(Pt 4):459-65. doi:
10.1177/0004563215603731. [PMID: 26342003] - Ran Pan, Wen Xu, Mousa Jafari, Baoling Chen, Tatiana Sheinin, P Chen. DEGylation Enhanced the Stability of Peptide-siRNA Complexes in Serum.
Journal of nanoscience and nanotechnology.
2015 Dec; 15(12):9982-90. doi:
10.1166/jnn.2015.12074. [PMID: 26682443] - Elisabetta Devoti, Elisabetta Marta, Elena Belotti, Laura Bregoli, Francesca Liut, Paolo Maiorca, Valentina Mazzucotelli, Giovanni Cancarini. Diethylene glycol poisoning from transcutaneous absorption.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2015 Apr; 65(4):603-6. doi:
10.1053/j.ajkd.2014.07.032. [PMID: 25445099] - Greg M Landry, Cody L Dunning, Fleurette Abreo, Brian Latimer, Elysse Orchard, Kenneth E McMartin. Diethylene glycol-induced toxicities show marked threshold dose response in rats.
Toxicology and applied pharmacology.
2015 Feb; 282(3):244-51. doi:
10.1016/j.taap.2014.12.010. [PMID: 25545985] - Jinyoung Yang, Sangjun Lee, Woo Jin Choi, Howon Seo, Pilhan Kim, Geon-Joong Kim, Young-Wun Kim, Jihoon Shin. Thermoset elastomers derived from carvomenthide.
Biomacromolecules.
2015 Jan; 16(1):246-56. doi:
10.1021/bm501450c. [PMID: 25514368] - Jeffrey A Kraut. Diagnosis of toxic alcohols: limitations of present methods.
Clinical toxicology (Philadelphia, Pa.).
2015; 53(7):589-95. doi:
10.3109/15563650.2015.1056880. [PMID: 26114345] - Laurent Imbert, Elodie Saussereau, Christian Lacroix. Analysis of eight glycols in serum using LC-ESI-MS-MS.
Journal of analytical toxicology.
2014 Nov; 38(9):676-80. doi:
10.1093/jat/bku100. [PMID: 25187402] - Yahia Zakaria Bashier Imam, Saadat Kamran, Hanfa Karim, Osama Elalamy, Tageldin Sokrab, Yasir Osman, Dirk Deleu. Neurological manifestation of recreational fatal and near-fatal diethylene glycol poisonings: case series and review of literature.
Medicine.
2014 Aug; 93(10):e62. doi:
10.1097/md.0000000000000062. [PMID: 25170933] - Nestor R Sosa, Giselle M Rodriguez, Joshua G Schier, James J Sejvar. Clinical, laboratory, diagnostic, and histopathologic features of diethylene glycol poisoning--Panama, 2006.
Annals of emergency medicine.
2014 Jul; 64(1):38-47. doi:
10.1016/j.annemergmed.2013.12.011. [PMID: 24439712] - Laura Conklin, James J Sejvar, Stephanie Kieszak, Raquel Sabogal, Carlos Sanchez, Dana Flanders, Felicia Tulloch, Gerardo Victoria, Giselle Rodriguez, Nestor Sosa, Michael A McGeehin, Joshua G Schier. Long-term renal and neurologic outcomes among survivors of diethylene glycol poisoning.
JAMA internal medicine.
2014 Jun; 174(6):912-7. doi:
10.1001/jamainternmed.2014.344. [PMID: 24819553] - Jeffrey Brent. Lessons learned from yet another episode of diethylene glycol poisoning: it happened before and it happened again.
JAMA internal medicine.
2014 Jun; 174(6):918-9. doi:
10.1001/jamainternmed.2014.19. [PMID: 24819051] - Adam W Perala, Mark J Filary, Michael J Bartels, Kenneth E McMartin. Quantitation of diethylene glycol and its metabolites by gas chromatography mass spectrometry or ion chromatography mass spectrometry in rat and human biological samples.
Journal of analytical toxicology.
2014 May; 38(4):184-93. doi:
10.1093/jat/bku018. [PMID: 24668490] - J G Schier, D R Hunt, A Perala, K E McMartin, M J Bartels, L S Lewis, M A McGeehin, W D Flanders. Characterizing concentrations of diethylene glycol and suspected metabolites in human serum, urine, and cerebrospinal fluid samples from the Panama DEG mass poisoning.
Clinical toxicology (Philadelphia, Pa.).
2013 Dec; 51(10):923-9. doi:
10.3109/15563650.2013.850504. [PMID: 24266434] - Agnes van Velzen, Yolande Vermeeren, Antoinette van Riel, Jan Meulenbelt, Irma de Vries. Ingestion of smoke fluid: Be aware of diethylene glycol.
Clinical toxicology (Philadelphia, Pa.).
2013 Nov; 51(9):907. doi:
10.3109/15563650.2013.833621. [PMID: 23992443] - Greg M Landry, Cody L Dunning, Taylor Conrad, Mallory J Hitt, Kenneth E McMartin. Diglycolic acid inhibits succinate dehydrogenase activity in human proximal tubule cells leading to mitochondrial dysfunction and cell death.
Toxicology letters.
2013 Aug; 221(3):176-84. doi:
10.1016/j.toxlet.2013.06.231. [PMID: 23827505] - Zohreh Varasteh, Ola Aberg, Irina Velikyan, Gunnar Lindeberg, Jens Sörensen, Mats Larhed, Gunnar Antoni, Mattias Sandström, Vladimir Tolmachev, Anna Orlova. In vitro and in vivo evaluation of a (18)F-labeled high affinity NOTA conjugated bombesin antagonist as a PET ligand for GRPR-targeted tumor imaging.
PloS one.
2013; 8(12):e81932. doi:
10.1371/journal.pone.0081932. [PMID: 24312607] - R Zohdiaghdam, N Riyahi-Alam, H R Moghimi, S Haghgoo, A Alinaghi, Gh Azizian, H Ghanaati, E Gorji, B Rafiei. Development of a novel lipidic nanoparticle probe using liposomal encapsulated Gd₂O₃-DEG for molecular MRI.
Journal of microencapsulation.
2013; 30(7):613-23. doi:
10.3109/02652048.2013.770095. [PMID: 23915304] - Jihoon Shin, Youngmin Lee, William B Tolman, Marc A Hillmyer. Thermoplastic elastomers derived from menthide and tulipalin A.
Biomacromolecules.
2012 Nov; 13(11):3833-40. doi:
10.1021/bm3012852. [PMID: 23062206] - Ze-Jian Wang, Benoît Chauvin, Philippe Maillard, Fabien Hammerer, Danièle Carez, Alain Croisy, Catherine Sandré, Sylvie Chollet-Martin, Patrice Prognon, Jean-Louis Paul, Jocelyne Blais, Athena Kasselouri. Glycodendrimeric phenylporphyrins as new candidates for retinoblastoma PDT: blood carriers and photodynamic activity in cells.
Journal of photochemistry and photobiology. B, Biology.
2012 Oct; 115(?):16-24. doi:
10.1016/j.jphotobiol.2012.06.005. [PMID: 22796430] - Christopher O Hoyte, Jerrold B Leikin. Management of diethylene glycol ingestion.
Clinical toxicology (Philadelphia, Pa.).
2012 Jul; 50(6):525-7. doi:
10.3109/15563650.2012.696199. [PMID: 22694101] - Rosamund Modupe Akuse, Felicia Uchezuba Eke, Adebowale Dele Ademola, Iretiola Bamikeolu Fajolu, Henry Olusegun Gbelee, Ugochi Ihejiahi, Mairo Adamu Bugaje, Ifoema Comfort Anochie, Adanze Onyenonachi Asinobi, Henrietta Uchenna Okafor, Solomon Ibiyemi Adeleke, Lamidi Isah Audu, Adekunle Otuneye, Elizabeth Disu, Hafsat Idris, Henry Aikhonbare, Alhassan Yakubu, William Ogala, Olufemi Ogunrinde, Robinson Wammanda, Adeola Orogade, Jane Anyiam, Edwin Eseigbe, Lawal Umar, Hafsat Musa, Richard Onalo, Boma West, Nsirimobu Paul, Folusho Lesi, Taiwo Ladapo, Ojombo Boyede, Rahmon Okeowo, Akeem Mustapha, Ibironke Akinola, Oma Chima-Oduko, Olugbenga Awobusuyi. Diagnosing renal failure due to diethylene glycol in children in a resource-constrained setting.
Pediatric nephrology (Berlin, Germany).
2012 Jun; 27(6):1021-8. doi:
10.1007/s00467-011-2082-8. [PMID: 22246572] - Greg M Landry, Sarah Martin, Kenneth E McMartin. Diglycolic acid is the nephrotoxic metabolite in diethylene glycol poisoning inducing necrosis in human proximal tubule cells in vitro.
Toxicological sciences : an official journal of the Society of Toxicology.
2011 Nov; 124(1):35-44. doi:
10.1093/toxsci/kfr204. [PMID: 21856646] - Lauren M Besenhofer, Marie C McLaren, Brian Latimer, Michael Bartels, Mark J Filary, Adam W Perala, Kenneth E McMartin. Role of tissue metabolite accumulation in the renal toxicity of diethylene glycol.
Toxicological sciences : an official journal of the Society of Toxicology.
2011 Oct; 123(2):374-83. doi:
10.1093/toxsci/kfr197. [PMID: 21804082] - Ming Xing Huang, Xiao Mou Peng, Lin Gu, Gui Hua Chen. Pre-existing liver cirrhosis reduced the toxic effect of diethylene glycol in a rat model due to the impaired hepatic alcohol dehydrogenase.
Toxicology and industrial health.
2011 Sep; 27(8):742-53. doi:
10.1177/0748233710397417. [PMID: 21543465] - W Sriprapat, P Thiravetyan. Phytoremediaton of diethylene glycol contaminated wastewater by Echinodorus cordifolius.
International journal of phytoremediation.
2011 Jul; 13(6):592-600. doi:
10.1080/15226514.2010.525548. [PMID: 21972505] - W Sriprapat, S Kullavanijaya, S Techkarnjanaruk, P Thiravetyan. Diethylene glycol removal by Echinodorus cordifolius (L.): the role of plant-microbe interactions.
Journal of hazardous materials.
2011 Jan; 185(2-3):1066-72. doi:
10.1016/j.jhazmat.2010.10.015. [PMID: 21036473] - Amel Hanini, Alain Schmitt, Kamel Kacem, François Chau, Souad Ammar, Julie Gavard. Evaluation of iron oxide nanoparticle biocompatibility.
International journal of nanomedicine.
2011; 6(?):787-94. doi:
10.2147/ijn.s17574. [PMID: 21589646] - Saad Alkahtani, Helen Sammons, Imti Choonara. Epidemics of acute renal failure in children (diethylene glycol toxicity).
Archives of disease in childhood.
2010 Dec; 95(12):1062-4. doi:
10.1136/adc.2010.183392. [PMID: 21062849] - Pattrarat Teamkao, Paitip Thiravetyan. Phytoremediation of ethylene glycol and its derivatives by the burhead plant (Echinodorus cordifolius (L.)): effect of molecular size.
Chemosphere.
2010 Nov; 81(9):1069-74. doi:
10.1016/j.chemosphere.2010.09.049. [PMID: 20943250] - Lauren M Besenhofer, Patrick A Adegboyega, Michael Bartels, Mark J Filary, Adam W Perala, Marie C McLaren, Kenneth E McMartin. Inhibition of metabolism of diethylene glycol prevents target organ toxicity in rats.
Toxicological sciences : an official journal of the Society of Toxicology.
2010 Sep; 117(1):25-35. doi:
10.1093/toxsci/kfq167. [PMID: 20530232] - Jeffrey Brent. Fomepizole for the treatment of pediatric ethylene and diethylene glycol, butoxyethanol, and methanol poisonings.
Clinical toxicology (Philadelphia, Pa.).
2010 Jun; 48(5):401-6. doi:
10.3109/15563650.2010.495347. [PMID: 20586570] - Johann Morelle, Nada Kanaan, Philippe Hantson. The Case: Cranial nerve palsy and acute renal failure after a 'special drink'.
Kidney international.
2010 Mar; 77(6):559-60. doi:
10.1038/ki.2009.514. [PMID: 20186164] - Chao-Shuang Lin, Zhi-Xin Zhao, Bing-Liang Lin, Qing-Xian Cai, Yu-Tian Chong, Zhi-Liang Gao. [The effects of diethylene glycol on liver function].
Zhonghua gan zang bing za zhi = Zhonghua ganzangbing zazhi = Chinese journal of hepatology.
2010 Mar; 18(3):217-21. doi:
10.3760/cma.j.issn.1007-3418.2010.03.016. [PMID: 20380801] - C A Brown, S A Brown. Food and pharmaceuticals. Lessons learned from global contaminations with melamine/cyanuric acid and diethylene glycol.
Veterinary pathology.
2010 Jan; 47(1):45-52. doi:
10.1177/0300985809354352. [PMID: 20080484] - Ming-yue Luo, Bing-liang Lin, Zhi-liang Gao. [Clinical features, laboratory findings and imaging appearances of venous diethylene glycol poisoning in patients with liver disease].
Zhonghua yi xue za zhi.
2009 Dec; 89(45):3207-11. doi:
NULL. [PMID: 20193535] - Ming-yue Luo, Bing-liang Lin, Zhi-liang Gao. Clinical features, laboratory findings and imaging appearances of venous diethylene glycol poisoning in patients with liver disease.
Chinese medical journal.
2009 Oct; 122(19):2315-20. doi:
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Huan jing ke xue= Huanjing kexue.
2009 Aug; 30(8):2458-63. doi:
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Clinical toxicology (Philadelphia, Pa.).
2009 Jul; 47(6):525-35. doi:
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Archives of disease in childhood.
2009 Jun; 94(6):468. doi:
10.1136/adc.2009.158659. [PMID: 19460926] - Xiao M Peng, Ming Xing Huang, Lin Gu, Bing Liang Lin, Gui Hua Chen. Characteristics of patients with liver disease intravenously exposed to diethylene glycol in China 2006.
Clinical toxicology (Philadelphia, Pa.).
2009 Feb; 47(2):124-31. doi:
10.1080/15563650802245489. [PMID: 18792827] - Daniel H Lewis, Robert A Goggs. Possible diethylene glycol toxicity in a dog.
The Veterinary record.
2009 Jan; 164(4):127. doi:
10.1136/vr.164.4.127-a. [PMID: 19168886] - Jeanna M Marraffa, Michael G Holland, Christine M Stork, Christopher D Hoy, Michael J Hodgman. Diethylene glycol: widely used solvent presents serious poisoning potential.
The Journal of emergency medicine.
2008 Nov; 35(4):401-6. doi:
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Bulletin of the World Health Organization.
2008 Oct; 86(10):749-56. doi:
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World journal of gastroenterology.
2008 May; 14(20):3236-41. doi:
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Journal of materials science. Materials in medicine.
2008 May; 19(5):2179-85. doi:
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Bioresource technology.
2008 Apr; 99(6):1743-9. doi:
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Journal of medical toxicology : official journal of the American College of Medical Toxicology.
2008 Mar; 4(1):40-2. doi:
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Journal of hazardous materials.
2007 Jul; 146(3):552-7. doi:
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Journal of analytical toxicology.
2007 Jul; 31(6):295-303. doi:
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Journal of tropical pediatrics.
2006 Dec; 52(6):442-4. doi:
10.1093/tropej/fml040. [PMID: 17062649] - Mohammad Najlah, Sally Freeman, David Attwood, Antony D'Emanuele. Synthesis, characterization and stability of dendrimer prodrugs.
International journal of pharmaceutics.
2006 Feb; 308(1-2):175-82. doi:
10.1016/j.ijpharm.2005.10.033. [PMID: 16384673] - Bryan Ballantyne, William M Snellings. Developmental toxicity study with diethylene glycol dosed by gavage to CD rats and CD-1 mice.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2005 Nov; 43(11):1637-46. doi:
10.1016/j.fct.2005.05.005. [PMID: 15979775] - Luis A Ferrari, Leda Giannuzzi. Clinical parameters, postmortem analysis and estimation of lethal dose in victims of a massive intoxication with diethylene glycol.
Forensic science international.
2005 Oct; 153(1):45-51. doi:
10.1016/j.forsciint.2005.04.038. [PMID: 15979833] - M J Hasbani, L H Sansing, J Perrone, A K Asbury, S J Bird. Encephalopathy and peripheral neuropathy following diethylene glycol ingestion.
Neurology.
2005 Apr; 64(7):1273-5. doi:
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Clinical toxicology (Philadelphia, Pa.).
2005; 43(3):155-9. doi:
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Yao xue xue bao = Acta pharmaceutica Sinica.
2004 Sep; 39(9):716-8. doi:
". [PMID: 15606020] - Andreja Zgajnar Gotvajn, Jana Zagorc-Koncan. Comparison of diethylene glycol and phenol biodegradability by different test methods.
Arhiv za higijenu rada i toksikologiju.
2003 Sep; 54(3):189-95. doi:
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Neurology.
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