5-Hydroxymethyl-2-furancarboxaldehyde (BioDeep_00000008496)

 

Secondary id: BioDeep_00000859920

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


5-(hydroxymethyl)furan-2-carbaldehyde;5-(Hydroxymethyl)furfural

化学式: C6H6O3 (126.0316926)
中文名称: 5-羟甲基糠醛
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.32%

分子结构信息

SMILES: c1(ccc(o1)CO)C=O
InChI: InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2

描述信息

5-hydroxymethylfurfural is a member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. It has a role as an indicator and a Maillard reaction product. It is a member of furans, an arenecarbaldehyde and a primary alcohol.
Aes-103 has been used in trials studying the treatment and prevention of Hypoxia, Anemia, Sickle Cell, and Sickle Cell Disease.
5-Hydroxymethylfurfural is a natural product found in Prunus mume, Tussilago farfara, and other organisms with data available.
5-Hydroxymethyl-2-furancarboxaldehyde belongs to the family of Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms. 5-Hydroxymethyl-2-furancarboxaldehyde is found in garden onion. Obtainable from various carbohydrates. 5-Hydroxymethyl-2-furancarboxaldehyde is present in tomatoes, tobacco oil etc. 5-Hydroxymethyl-2-furancarboxaldehyde is a constituent of numerous plant species. 5-Hydroxymethyl-2-furancarboxaldehyde is used as an index of heat treatment and deterioration in food such as tomato paste, honey and fruit juices. Also an indicator of adulteration with acid-converted invert sugars. 5-Hydroxymethylfurfural is a biomarker for the consumption of beer
5-Hydroxymethyl-2-furancarboxaldehyde or simply HMF is obtainable from various carbohydrates. It is found in garden tomatoes, garden onion, and tobacco oil. Constituent of numerous plant spp.. Used as an index of heat treatment and deterioration in food such as tomato paste, honey and fruit juices. Also an indicator of adulteration with acid-converted invert sugars. 5-Hydroxymethylfurfural is a biomarker for the consumption of beer.
5-Hydroxymethylfurfural (2-Hydroxymethyl-5-furfural), derived from Cornus officinalis, inhibits yeast growth and fermentation as stressors.
5-Hydroxymethylfurfural (2-Hydroxymethyl-5-furfural), derived from Cornus officinalis, inhibits yeast growth and fermentation as stressors.

同义名列表

69 个代谢物同义名

5-(hydroxymethyl)furan-2-carbaldehyde;5-(Hydroxymethyl)furfural; 5-hydroxymethylfurfural; 5-(hydroxymethyl)-2-furaldehyde; 5-(Hydroxymethyl)furfural, analytical standard; InChI=1/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H; 5-18-01-00130 (Beilstein Handbook Reference); 5-(hydroxy methyl) 2-furan-carboxaldehyde; 2-Furancarboxaldehyde, 5-(hydroxymethyl)-; 5-(hydroxymethyl)-2-furan-carboxaldehyde; 5-(Hydroxymethyl)furan-2-carboxaldehyde; 5-(Hydroxymethyl)-2-furancarboxaldehyde; 5-(hydroxymethyl)-furan-2-carbaldehyde; 5-Hydroxymethyl-2-furancarboxaldehyde; 5-(hydroxymethyl)furan-2-carbaldehyde; 5-(Hydroxymethyl)furfural, >=99\\%, FG; 5-Hydroxymethyl-furan-2-carbaldehyde; 5-(Hydroxymethyl)furancarboxaldehyde; 5-(HYDROXYMETHYL)-2-FURALDEHYDE [MI]; 5-hydroxymethylfuran-2-carbaldehyde; 5-Hydroxymethyl-2-furaldehyde, 99\\%; 5-Hydroxymethyl-2-furancarbaldehyde; 5-(Hydroxymethyl)-2-furfuraldehyde; 5-(hydroxymethyl)-2-furfural (HMF); 2-Furaldehyde, 5-(hydroxymethyl)-; 5-(Hydroxymethyl)-2-furancarbonal; 5-(Hydroxymethyl)furan-2-aldehyde; 5-Hydroxymethyl-2-furfuraldehyde; 5-Hydroxymethylfuran-2-aldehyde; 5-(Hydroxymethyl)-2-formylfuran; 5-(Hydroxymethyl)-2-furaldehyde; 2-formyl-5-hydroxymethylfuran; 5-hydroxymethylfurfuraldehyde; Hydroxymethylfurfuralaldehyde; 5-Hydroxymethyl-2-formylfuran; 5-hydroxymethyl-2-furaldehyde; 5-(Hydroxymethyl)-2-furfural; 5-Hydroxymethyl furaldehyde; Hydroxymethylfurfuraldehyde; 5-(Hyddroxymethyl)furfurole; 5-(Hydroxymethyl)furfurole; 5-hydroxymethylfuraldehyde; 5-hydroxymethyl-2-furfural; 2-Hydroxymethyl-5-furfural; 5-hydroxy methyl furfural; 5-(hydroxymethyl)furfural; HYDROXYMETHYLFURFURAL, 5-; 5-HYDROXYMETHYL-FURFURAL; 5-hydroxymethyl furfural; Hydroxymethylfuraldehyde; 5-formylfurfuryl alcohol; 5-Hydroxymethylfurfurol; 5-Hydrxoymethylfurfural; 5-Hydroxymethylfurfural; 5hydroxymethyl_furfural; Hydroxymethylfurfurole; hydroxymethylfurfural; 5-Oxymethylfurfurole; 5-methylolfurfural; UNII-70ETD81LF0; Tox21_201892; Tox21_303551; ICCB3_000133; 5-HM-2-F cpd; CAS-67-47-0; 70ETD81LF0; 5-HMF cpd; Aes-103; 5-HMF; 5HMF; HMF



数据库引用编号

21 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

51 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

  • Atsushi Tsuge, Yuto Goto, Sayaka Masada, Michiho Ito. Resultant compound from sublimation test for Gentianae Radix in Japanese Pharmacopoeia was 5-(hydroxymethyl)furfural. Journal of natural medicines. 2024 Jun; 78(3):799-802. doi: 10.1007/s11418-024-01802-5. [PMID: 38502471]
  • Yaning Wu, Hongwei Zhang, Jianguang Zhu, Zhenling Zhang, Songbo Ma, Yongqi Zhao, Yiming Wang, Jun Yuan, Xing Guo, Yajing Li, Shuai Zhang. The Effect of Fermentation on the Chemical Constituents of Gastrodia Tuber Hallimasch Powder (GTHP) Estimated by UHPLC-Q-Orbitrap HRMS and HPLC. Molecules (Basel, Switzerland). 2024 Apr; 29(7):. doi: 10.3390/molecules29071663. [PMID: 38611942]
  • Dominika Osiecka, Christina Vakh, Patrycja Makoś-Chełstowska, Paweł Kubica. Plant-based meat substitute analysis using microextraction with deep eutectic solvent followed by LC-MS/MS to determine acrylamide, 5-hydroxymethylfurfural and furaneol. Analytical and bioanalytical chemistry. 2024 Feb; 416(5):1117-1126. doi: 10.1007/s00216-023-05107-6. [PMID: 38123751]
  • Zisheng Han, Mengting Zhu, Xiaochun Wan, Xiaoting Zhai, Chi-Tang Ho, Liang Zhang. Food polyphenols and Maillard reaction: regulation effect and chemical mechanism. Critical reviews in food science and nutrition. 2024; 64(15):4904-4920. doi: 10.1080/10408398.2022.2146653. [PMID: 36382683]
  • Piyanuch Rojsanga, Stefan Schwaiger, Hermann Stuppner, Pongtip Sithisarn. Determination of Phytochemical Contents in Extracts from Different Growth Stages of Oroxylum indicum Fruits Using HPLC-DAD and QAMS Methods. Molecules (Basel, Switzerland). 2023 Sep; 28(19):. doi: 10.3390/molecules28196837. [PMID: 37836680]
  • Dongsheng Guan, Yingxia Li, Yinglin Cui, Huanghong Zhao, Ning Dong, Kun Wang, Deqi Ren, Tiantian Song, Xiaojing Wang, Shijie Jin, Yinghe Gao, Mengmeng Wang. 5-HMF attenuates inflammation and demyelination in experimental autoimmune encephalomyelitis mice by inhibiting the MIF-CD74 interaction. Acta biochimica et biophysica Sinica. 2023 Jul; ?(?):. doi: 10.3724/abbs.2023105. [PMID: 37431183]
  • Anil Bhushan, Dixhya Rani, Misbah Tabassum, Saajan Kumar, Prem N Gupta, Sumeet Gairola, Ajai P Gupta, Prasoon Gupta. HPLC-PDA Method for Quantification of Bioactive Compounds in Crude Extract and Fractions of Aucklandia costus Falc. and Cytotoxicity Studies against Cancer Cells. Molecules (Basel, Switzerland). 2023 Jun; 28(12):. doi: 10.3390/molecules28124815. [PMID: 37375368]
  • Xue Bai, Ying Li, Weiwei Liang, Xiufang Xia, Chun Bian. Formation of advanced glycation end products of chicken breast meat induced by freeze-thaw cycles and subsequent cooking. International journal of biological macromolecules. 2023 Jun; 244(?):125387. doi: 10.1016/j.ijbiomac.2023.125387. [PMID: 37330105]
  • You Long, Yousheng Huang, Mengting Zhu, Yingjie Ma, Bei Gan, YuanXing Wang, Qiang Yu, Jianhua Xie, Yi Chen. Development of QuEChERS clean-up based on EMR-lipid for simultaneous analysis of 9 mycotoxins, acaylamide and 5-Hydroxymethylfurfural in biscuit by UHPLC-MS/MS. Food chemistry. 2023 May; 409(?):135265. doi: 10.1016/j.foodchem.2022.135265. [PMID: 36584524]
  • Xinyi Xing, Xian Shi, Mengya Ruan, Qichun Wei, Ying Guan, Hui Gao, Siquan Xu. Sulfonic acid functionalized β zeolite as efficient bifunctional solid acid catalysts for the synthesis of 5-hydroxymethylfurfural from cellulose. International journal of biological macromolecules. 2023 May; ?(?):125037. doi: 10.1016/j.ijbiomac.2023.125037. [PMID: 37245768]
  • Yong Lu, Yaqing Guo, Yajun Zhang, Huimin Sun, Xianfu Wu. Identification and characterization of forced degradation products of 5-hydroxymethyl-2-furaldehyde (5-HMF) by HPLC, LC-LTQ/Orbitrap and NMR studies. Journal of pharmaceutical and biomedical analysis. 2023 May; 233(?):115470. doi: 10.1016/j.jpba.2023.115470. [PMID: 37210891]
  • Tomasz Sawicki, Magdalena Surma, Anna Sadowska-Rociek. Characteristics of contaminants in the polish-origin bee products and cancer risk assessment. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2023 Feb; ?(?):113693. doi: 10.1016/j.fct.2023.113693. [PMID: 36849088]
  • Ronivaldo Rodrigues da Silva, Mohammed Anas Zaiter, Maurício Boscolo, Roberto da Silva, Eleni Gomes. Xylose consumption and ethanol production by Pichia guilliermondii and Candida oleophila in the presence of furans, phenolic compounds, and organic acids commonly produced during the pre-treatment of plant biomass. Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology]. 2023 Feb; ?(?):. doi: 10.1007/s42770-023-00937-z. [PMID: 36826705]
  • Jiayu Lu, Yajing Hou, Min Si, Qiumei Zhu, Xin Jia, Yuexin Lv, Cheng Wang, Huaizhen He. 5-hydroxymethylfurfural multimers induce pseudo-allergic reaction through FcεRI at high doses. Journal of applied toxicology : JAT. 2023 Feb; ?(?):. doi: 10.1002/jat.4448. [PMID: 36807361]
  • Zeineb Nhouchi, Eliot Patrick Botosoa, Christine Chene, Romdhane Karoui. Impact of storage period and lipid unsaturation on the kinetic of 5-hydroxymethylfurfural and furfural generation in pound cakes. Food chemistry. 2023 Feb; 402(?):134368. doi: 10.1016/j.foodchem.2022.134368. [PMID: 36166920]
  • Shashi Kant Bhatia, Ranjit Gurav, Do-Hyun Cho, Byungchan Kim, Hee Ju Jung, Su Hyun Kim, Tae-Rim Choi, Hyun-Joong Kim, Yung-Hun Yang. Algal biochar mediated detoxification of plant biomass hydrolysate: Mechanism study and valorization into polyhydroxyalkanoates. Bioresource technology. 2023 Feb; 370(?):128571. doi: 10.1016/j.biortech.2022.128571. [PMID: 36603752]
  • Magdalena Surma, Anna Sadowska-Rociek, Anna Draszanowska. Levels of Contamination by Pesticide Residues, Polycyclic Aromatic Hydrocarbons (PAHs), and 5-Hydroxymethylfurfural (HMF) in Honeys Retailed in Europe. Archives of environmental contamination and toxicology. 2023 Feb; 84(2):165-178. doi: 10.1007/s00244-022-00970-3. [PMID: 36592191]
  • Shuo Liu, Shanshan Tang, Dongyu Gu, Yi Wang, Dazhi Wang, Yi Yang. Preparation of 5-hydroxymethylfurfural from Schisandra chinensis (Turcz.) Baill by high-speed counter-current chromatography: Comparison of conventional and consecutive separation. Biomedical chromatography : BMC. 2022 Nov; 36(11):e5468. doi: 10.1002/bmc.5468. [PMID: 35904421]
  • Hael S A Raweh, Ahmed Yacine Badjah-Hadj-Ahmed, Javaid Iqbal, Abdulaziz S Alqarni. Impact of Different Storage Regimes on the Levels of Physicochemical Characteristics, Especially Free Acidity in Talh (Acacia gerrardii Benth.) Honey. Molecules (Basel, Switzerland). 2022 Sep; 27(18):. doi: 10.3390/molecules27185959. [PMID: 36144694]
  • Yang Xie, Ling-Yun Zhong, Xiao Xue, Zhuo Wang, Jin-Ju Song, Jia-Qing Li, Qing Zhang, Yi-Bin Wang, Yan Zeng. [Optimization of processing technology of braised Rehmanniae Radix based on multiple indexes and response surface technology and correlation between components and color]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Sep; 47(18):4927-4937. doi: 10.19540/j.cnki.cjcmm.20220128.306. [PMID: 36164902]
  • Grazia Totaro, Laura Sisti, Paola Marchese, Martino Colonna, Angela Romano, Claudio Gioia, Micaela Vannini, Annamaria Celli. Current Advances in the Sustainable Conversion of 5-Hydroxymethylfurfural into 2,5-Furandicarboxylic Acid. ChemSusChem. 2022 Jul; 15(13):e202200501. doi: 10.1002/cssc.202200501. [PMID: 35438242]
  • Yingyuan Wei, Sandile Fakudze, Yu Zhang, Min Song, Tianjiao Xue, Ruiyan Xie, Jianqiang Chen. Low-temperature hydrothermal liquefaction of pomelo peel for production of 5-hydroxymethylfurfural-rich bio-oil using ionic liquid loaded ZSM-5. Bioresource technology. 2022 May; 352(?):127050. doi: 10.1016/j.biortech.2022.127050. [PMID: 35351566]
  • Yu Jiang, Zhaomin Zhong, Mingyong Wang, Xian Zhang. 5-Hydroxymethyl-2-furaldehyde induces developmental toxicology and decreases bone mineralization in zebrafish larvae. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2022 Apr; 254(?):109254. doi: 10.1016/j.cbpc.2021.109254. [PMID: 34971842]
  • Yi Zhou, Shuke Wu, Uwe T Bornscheuer. Recent advances in (chemo)enzymatic cascades for upgrading bio-based resources. Chemical communications (Cambridge, England). 2021 Oct; 57(82):10661-10674. doi: 10.1039/d1cc04243b. [PMID: 34585190]
  • Jae Bok Heo, Yong-Suk Lee, Chung-Han Chung. Seagrass-based platform strategies for sustainable hydroxymethylfurfural (HMF) production: toward bio-based chemical products. Critical reviews in biotechnology. 2021 Sep; 41(6):902-917. doi: 10.1080/07388551.2021.1892580. [PMID: 33648387]
  • Shella Permatasari Santoso, Shin-Ping Lin, Tan-Ying Wang, Yuwen Ting, Chang-Wei Hsieh, Roch-Chui Yu, Artik Elisa Angkawijaya, Felycia Edi Soetaredjo, Hsien-Yi Hsu, Kuan-Chen Cheng. Atmospheric cold plasma-assisted pineapple peel waste hydrolysate detoxification for the production of bacterial cellulose. International journal of biological macromolecules. 2021 Apr; 175(?):526-534. doi: 10.1016/j.ijbiomac.2021.01.169. [PMID: 33524483]
  • Simon Woyke, Simon Rauch, Mathias Ströhle, Hannes Gatterer. Modulation of Hb-O2 affinity to improve hypoxemia in COVID-19 patients. Clinical nutrition (Edinburgh, Scotland). 2021 01; 40(1):38-39. doi: 10.1016/j.clnu.2020.04.036. [PMID: 32360083]
  • Jelena Vladić, Teodora Janković, Jelena Živković, Milan Tomić, Gordana Zdunić, Katarina Šavikin, Senka Vidović. Comparative Study of Subcritical Water and Microwave-Assisted Extraction Techniques Impact on the Phenolic Compounds and 5-Hydroxymethylfurfural Content in Pomegranate Peel. Plant foods for human nutrition (Dordrecht, Netherlands). 2020 Dec; 75(4):553-560. doi: 10.1007/s11130-020-00848-6. [PMID: 32816146]
  • Min Zhu, Haoan Zhao, Qian Wang, Fanhua Wu, Wei Cao. A Novel Chinese Honey from Amorpha fruticosa L.: Nutritional Composition and Antioxidant Capacity In Vitro. Molecules (Basel, Switzerland). 2020 Nov; 25(21):. doi: 10.3390/molecules25215211. [PMID: 33182368]
  • Jun Ni, Qiaoyun Ren, Jin Luo, Ze Chen, Xiaofeng Xu, Junhui Guo, Yangchun Tan, Wenge Liu, Zhiqiang Qu, Zegong Wu, Jinming Wang, Youquan Li, Guiquan Guan, Jianxun Luo, Hong Yin, Guangyuan Liu. Ultrasound-assisted extraction extracts from Stemona japonica (Blume) Miq. and Cnidium monnieri (L.) Cuss. could be used as potential Rhipicephalus sanguineus control agents. Experimental parasitology. 2020 Oct; 217(?):107955. doi: 10.1016/j.exppara.2020.107955. [PMID: 32649953]
  • Gamal M Hamad, Elsayed E Hafez, Neveen M Abdelmotilib, Khaled M Abdel-Hmeed, Safwat H Ali, Amira M G Darwish. Quality Assessment, Functional Potentials, and Safety Evaluation of Stored Egyptian Honey as an Environmental Pollution Bioindicator. Environmental toxicology and chemistry. 2020 10; 39(10):1894-1907. doi: 10.1002/etc.4811. [PMID: 32619025]
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