Propylene glycol (BioDeep_00000005029)

 

Secondary id: BioDeep_00000014549, BioDeep_00000014932, BioDeep_00000861484, BioDeep_00001868294, BioDeep_00001893683

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs


代谢物信息卡片


(R)-2-Hydroxy-1-propanol

化学式: C3H8O2 (76.0524)
中文名称: 丙二醇, R-(-)-1,2-丙二醇, R-1,2-丙二醇
谱图信息: 最多检出来源 Homo sapiens(plant) 7.27%

分子结构信息

SMILES: CC(CO)O
InChI: InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3

描述信息

Propylene glycol (CAS: 57-55-6), also known as 1,2-propanediol, is an organic compound (a diol alcohol), usually a tasteless, odourless, and colourless clear oily liquid that is hygroscopic and miscible with water, acetone, and chloroform. It is manufactured by the hydration of propylene oxide. Propylene glycol is used as a solvent for intravenous, oral, and topical pharmaceutical preparations It is generally considered safe. However, in large doses, it can be toxic, especially if given over a short period of time. Intravenous lorazepam contains the largest amount of propylene glycol of commonly used drugs. In adults with normal liver and kidney function, the terminal half-life of propylene glycol ranges from 1.4 to 3.3 hours. Propylene glycol is metabolized by the liver to form lactate, acetate, and pyruvate. The nonmetabolized drug is excreted in the urine mainly as the glucuronide conjugate, approximately 12 to 45 percent is excreted unchanged in urine. Renal clearance decreases as the dose administered increases (390 ml/minute/173 m2 at a dose of 5 g/day but only 144 ml/minute/173 m2 at a dose of 21 g/day). These data suggest that renal clearance declines at higher propylene glycol doses because of the saturation of proximal tubular secretion of the drug. As an acceptable level of propylene glycol has not been defined, the clinical implication of a propylene glycol level is unclear. The World Health Organization (WHO) recommends a maximum consumption of 25 mg/kg/day (1.8 g/day for a 75 kg male) of propylene glycol when used as a food additive, but this limit does not address its use as a drug solvent. No maximum dose is recommended in the literature for intravenous therapy with propylene glycol. Intoxication occurs at much higher doses than the WHO dose limit and is exclusive to pharmacologic exposure. Propylene glycol toxicity includes the development of serum hyperosmolality, lactic acidosis, and kidney failure. It has been suggested that proximal tubular necrosis is the cause of acute kidney injury from propylene glycol. Along these lines, proximal tubular cell injury occurs in cultured human cells exposed to propylene glycol. Acute tubular necrosis was described with propylene glycol toxicity in a case of concomitant administration of intravenous lorazepam and trimethoprim sulfamethoxazole. Propylene glycol induced intoxication can also mimic sepsis or systemic inflammatory response syndrome (SIRS). Patients suspected of having sepsis with negative cultures should be evaluated for propylene glycol toxicity if they have been exposed to high dose lorazepam or other medications containing this solvent (PMID:17555487).
Propylene glycol is an anticaking agent, antioxidant, dough strengthener, emulsifier, flavouring agent, formulation aid, humectant, solvent, preservative, stabiliser, hog/poultry scald agent, and surface active agent. It is found in foods such as roasted sesame seeds, oats, truffle and other mushrooms.
(R)-(-)-1,2-Propanediol is a (R)-enantiomer of 1,2-Propanediol that produced from glucose in Escherichia coli expressing NADH-linked glycerol dehydrogenase genes[1].
(R)-(-)-1,2-Propanediol is a (R)-enantiomer of 1,2-Propanediol that produced from glucose in Escherichia coli expressing NADH-linked glycerol dehydrogenase genes[1].

同义名列表

32 个代谢物同义名

(R)-2-Hydroxy-1-propanol; (R)-(-)-1,2-Propanediol; R-(-)-Propylene glycol; alpha-Propylene glycol; (2R)-Propane-1,2-diol; (+-)-Propylene glycol; Methylethylene glycol; R-(-)-1,2-Propanediol; (+-)-1,2-Propanediol; 1,2-Propylene glycol; 1,2-Dihydroxypropane; (2R)-1,2-Propanediol; 1,2-(RS)-Propanediol; (-)-Propylene glycol; (R)-Propylene glycol; Monopropylene glycol; (-)-1,2-Propanediol; 1-Deoxy-sn-glycerol; (R)-1,2-Propanediol; Isopropylene glycol; Methylethyl glycol; α-Propylene glycol; R-1,2-PROPANEDIOL; 2-Hydroxypropanol; D-(-)-Propanediol; propylene glycol; 1,2-Propanediol; 2,3-Propanediol; Propane-1,2-diol; (R)-Propane-1,2-diol; Propylene glycol; R-1,2-Propanediol



数据库引用编号

26 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(0)

代谢反应

26 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(5)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(21)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 5 ALB, AQP3, CASP3, CAT, CYP2E1
Peripheral membrane protein 3 CYP1B1, CYP2E1, HSD17B6
Endoplasmic reticulum membrane 2 CYP1B1, CYP2E1
Nucleus 3 ALB, CASP3, EMX2
cytosol 5 ALB, CASP3, CAT, GPT, LIPE
centrosome 1 ALB
nucleoplasm 2 AQP3, CASP3
Cell membrane 4 AQP3, LIPE, TNF, TRPA1
Cell projection, axon 1 EMX2
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 2 AQP3, TRPA1
cell surface 1 TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 1 ALB
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 1 LIPE
plasma membrane 5 AQP3, GCG, MUC5AC, TNF, TRPA1
Membrane 5 AQP3, CAT, CYP1B1, LIPE, TRPA1
axon 1 EMX2
basolateral plasma membrane 1 AQP3
caveola 1 LIPE
extracellular exosome 5 ALB, CAT, GPT, MMP9, MUC5AC
Lumenal side 1 HSD17B6
endoplasmic reticulum 2 ALB, HSD17B6
extracellular space 10 ALB, CCL2, CXCL8, GCG, GNRH1, IL6, INS, MMP9, MUC5AC, TNF
mitochondrion 2 CAT, CYP1B1
protein-containing complex 2 ALB, CAT
intracellular membrane-bounded organelle 4 CAT, CYP1B1, CYP2E1, HSD17B6
Microsome membrane 3 CYP1B1, CYP2E1, HSD17B6
postsynaptic density 1 CASP3
Secreted 7 ALB, CCL2, CXCL8, GCG, IL6, INS, MUC5AC
extracellular region 11 ALB, CAT, CCL2, CXCL8, GCG, GNRH1, IL6, INS, MMP9, MUC5AC, TNF
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 MMP9
cell-cell junction 1 AQP3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
focal adhesion 1 CAT
extracellular matrix 1 MUC5AC
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 MMP9
ciliary basal body 1 ALB
chromatin 1 EMX2
stereocilium bundle 1 TRPA1
phagocytic cup 1 TNF
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 AQP3
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
ficolin-1-rich granule lumen 2 CAT, MMP9
secretory granule lumen 3 CAT, GCG, INS
Golgi lumen 2 INS, MUC5AC
endoplasmic reticulum lumen 4 ALB, GCG, IL6, INS
platelet alpha granule lumen 1 ALB
tertiary granule lumen 1 MMP9
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
death-inducing signaling complex 1 CASP3
mucus layer 1 MUC5AC
[Glucagon-like peptide 1]: Secreted 1 GCG
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jade Mistry, Rebecca Notman. Mechanisms of the Drug Penetration Enhancer Propylene Glycol Interacting with Skin Lipid Membranes. The journal of physical chemistry. B. 2024 Apr; 128(16):3885-3897. doi: 10.1021/acs.jpcb.3c06784. [PMID: 38622775]
  • Érica Benjamim da Silva, Stephanie A Polukis, Megan L Smith, Rebecca S Voshell, Mark J Leggett, Philip B Jones, Limin Kung. The use of Lentilactobacillus buchneri PJB1 and Lactiplantibacillus plantarum MTD1 on the ensiling of whole-plant corn silage, snaplage, and high-moisture corn. Journal of dairy science. 2024 Feb; 107(2):883-901. doi: 10.3168/jds.2023-23672. [PMID: 37730174]
  • Meng Zhang, Xue Zhuang, Siqi Li, Yansong Wang, Xiangyu Zhang, Jinlian Li, Dongmei Wu. Designed Fabrication of Phloretin-Loaded Propylene Glycol Binary Ethosomes: Stability, Skin Permeability and Antioxidant Activity. Molecules (Basel, Switzerland). 2023 Dec; 29(1):. doi: 10.3390/molecules29010066. [PMID: 38202649]
  • Alena Koigerova, Alevtina Gosteva, Artemiy Samarov, Nikita Tsvetov. Deep Eutectic Solvents Based on Carboxylic Acids and Glycerol or Propylene Glycol as Green Media for Extraction of Bioactive Substances from Chamaenerion angustifolium (L.) Scop. Molecules (Basel, Switzerland). 2023 Oct; 28(19):. doi: 10.3390/molecules28196978. [PMID: 37836820]
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  • Stephanie Johne, Marco van der Toorn, Anita R Iskandar, Shoaib Majeed, Laura O Torres, Julia Hoeng, Manuel C Peitsch. An in vitro evaluation of e-vapor products: The contributions of chemical adulteration, concentration, and device power. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2023 Mar; 175(?):113708. doi: 10.1016/j.fct.2023.113708. [PMID: 36889430]
  • Bruna P Soares, Ana M Ferreira, Marina Justi, Luiz Gustavo Gonçalves Rodrigues, J Vladimir Oliveira, Simão P Pinho, João A P Coutinho. Juçara Fruit (Euterpe Edulis Martius) Valorization Combining Emergent Extraction Technologies and Aqueous Solutions of Alkanediols. Molecules (Basel, Switzerland). 2023 Feb; 28(4):. doi: 10.3390/molecules28041607. [PMID: 36838595]
  • Mariana Leal, María Alejandra Moreno, Patricia Liliana Albornoz, María Inés Mercado, Iris Catiana Zampini, María Inés Isla. Nicotiana tabacum Leaf Waste: Morphological Characterization and Chemical-Functional Analysis of Extracts Obtained from Powder Leaves by Using Green Solvents. Molecules (Basel, Switzerland). 2023 Feb; 28(3):. doi: 10.3390/molecules28031396. [PMID: 36771071]
  • Patrycja Szumała, Jolanta Kaplińska, Balbina Makurat-Kasprolewicz, Szymon Mania. Microemulsion Delivery Systems with Low Surfactant Concentrations: Optimization of Structure and Properties by Glycol Cosurfactants. Molecular pharmaceutics. 2023 01; 20(1):232-240. doi: 10.1021/acs.molpharmaceut.2c00599. [PMID: 36354760]
  • Kazuaki Yoshinaga, Kaori Yamazaki, Toshiharu Nagai, Seiya Tanaka, Naohiro Gotoh. Stable Isotope Tracer to Reveal the Interconversion between 3-Monochloro-1,2-propanediol Ester and Glycidyl Ester during the Deodorization Process. Journal of agricultural and food chemistry. 2022 Dec; 70(50):15955-15961. doi: 10.1021/acs.jafc.2c06706. [PMID: 36480579]
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  • A V Oliveira, E A T Lanna, N C Motta, G Souza, G A Souza, J M Oliveira, T A Freato, F M Santos. Extenders and cryosolutions for Grumata (Prochilodus vimboides) sperm preservation. Cryo letters. 2022 Jul; 43(4):246-254. doi: . [PMID: 36626128]
  • Fanny de Landsheere, Franck Saint-Marcoux, Vincent Haufroid, Sylvain Dulaurent, Joseph P Dewulf, Lidvine Boland, Pierre-François Laterre, Philippe Hantson. Unexplained Metabolic Acidosis: Alcoholic Ketoacidosis or Propylene Glycol Toxicity. Journal of medical toxicology : official journal of the American College of Medical Toxicology. 2022 04; 18(2):155-158. doi: 10.1007/s13181-022-00876-5. [PMID: 35043364]
  • Nikolett Kis, Maria Gunnarsson, Szilvia Berkó, Emma Sparr. The effects of glycols on molecular mobility, structure, and permeability in stratum corneum. Journal of controlled release : official journal of the Controlled Release Society. 2022 03; 343(?):755-764. doi: 10.1016/j.jconrel.2022.02.007. [PMID: 35150813]
  • Chris J Malajczuk, Blake I Armstrong, Sławomir S Stachura, Ricardo L Mancera. Mechanisms of Interaction of Small Hydroxylated Cryosolvents with Dehydrated Model Cell Membranes: Stabilization vs Destruction. The journal of physical chemistry. B. 2022 01; 126(1):197-216. doi: 10.1021/acs.jpcb.1c07769. [PMID: 34967634]
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  • Yixi Zhou, Xijing Zhao, Weiping Hu, Fengkai Ruan, Chengyong He, Jiyi Huang, Zhenghong Zuo. Acute and subacute oral toxicity of propylene glycol enantiomers in mice and the underlying nephrotoxic mechanism. Environmental pollution (Barking, Essex : 1987). 2021 Dec; 290(?):118050. doi: 10.1016/j.envpol.2021.118050. [PMID: 34461418]
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  • Lexiao Jin, Jordan Lynch, Andre Richardson, Pawel Lorkiewicz, Shweta Srivastava, Whitney Theis, Gregg Shirk, Alexis Hand, Aruni Bhatnagar, Sanjay Srivastava, Daniel J Conklin. Electronic cigarette solvents, pulmonary irritation, and endothelial dysfunction: role of acetaldehyde and formaldehyde. American journal of physiology. Heart and circulatory physiology. 2021 04; 320(4):H1510-H1525. doi: 10.1152/ajpheart.00878.2020. [PMID: 33543686]
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  • Monique van de Lagemaat, Laura A van de Pol, Inge A Zonnenberg, Bregje C M Witjes, Petra J W Pouwels. MR Spectroscopy Shows Long Propylene Glycol Half-Life in Neonatal Brain. Neonatology. 2021; 118(6):693-701. doi: 10.1159/000519282. [PMID: 34670216]
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  • Brittany N Szafran, Rakeysha Pinkston, Zakia Perveen, Matthew K Ross, Timothy Morgan, Daniel B Paulsen, Arthur L Penn, Barbara L F Kaplan, Alexandra Noël. Electronic-Cigarette Vehicles and Flavoring Affect Lung Function and Immune Responses in a Murine Model. International journal of molecular sciences. 2020 Aug; 21(17):. doi: 10.3390/ijms21176022. [PMID: 32825651]
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