5-Hydroxymethyl-2-furancarboxaldehyde (BioDeep_00000008496)
Secondary id: BioDeep_00000859920
human metabolite PANOMIX_OTCML-2023 Volatile Flavor Compounds
代谢物信息卡片
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
71 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; 5-Hydroxymethyl-2-furaldehyde; 5-Hydroxymethylfurfural
数据库引用编号
24 个数据库交叉引用编号
- ChEBI: CHEBI:412516
- KEGG: C11101
- PubChem: 237332
- HMDB: HMDB0034355
- Metlin: METLIN68842
- DrugBank: DB12298
- ChEMBL: CHEMBL185885
- Wikipedia: Hydroxymethylfurfural
- MeSH: 5-hydroxymethylfurfural
- ChemIDplus: 0000067470
- MetaCyc: CPD-11572
- KNApSAcK: C00029547
- foodb: FDB012717
- chemspider: 207215
- CAS: 67-47-0
- medchemexpress: HY-Y0051
- PMhub: MS000022119
- PubChem: 13283
- PDB-CCD: FUX
- NIKKAJI: J4.850J
- RefMet: 5-Hydroxymethyl-2-furancarboxaldehyde
- KNApSAcK: 412516
- LOTUS: LTS0233269
- wikidata: Q414606
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)
- 5-hydroxymethylfurfural degradation:
H2O + furan-2,5-dicarbaldehyde ⟶ 5-(dihydroxymethyl)furan-2-carbaldehyde
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
- 4679 - Allium cepa: 10.1016/J.PHYTOCHEM.2007.01.021
- 2508388 - Alsidium triquetrum: 10.1016/0008-6215(87)80175-1
- 59045 - Anemarrhena asphodeloides: 10.1016/J.JPBA.2007.01.050
- 137934 - Aralia bipinnata:
- 158550 - Aristolochia kaempferi: 10.1248/BPB.23.1216
- 69404 - Atractylodes chinensis ( DC. ) Koidz.: -
- 41486 - AtrActylodes lancea (Thunb. )DC.: -
- 53852 - Cassia fistula: 10.1021/NP020003K
- 36622 - Chaenomeles Sinensis (Thouin) Koehne: -
- 997582 - Chondrophycus undulatus: 10.4014/JMB.0901.00004
- 85571 - Citrus Reticulata: -
- 306911 - Cleistopholis glauca: 10.1021/NP9901478
- 16049 - Clivia miniata: 10.1055/S-2001-15801
- 86864 - Codonopsis pilosula Nannf.var.modesta(Nannf).L.Shen: -
- 154291 - Dendrobium chrysanthum: 10.4268/CJCMM20101314
- 16070 - Disporopsis: 10.1016/J.PHYTOCHEM.2006.06.021
- 984807 - Dorstenia excentrica: 10.1016/S0031-9422(98)00520-2
- 313931 - Duhaldea cappa: 10.1007/S10600-010-9595-4
- 82096 - Eleutherococcus senticosus: 10.1007/BF02975842
- 3259 - Equisetum giganteum: 10.1080/10286020.2011.596829
- 4392 - Eucommia ulmoides: 10.1007/S11418-005-0026-Y
- 4392 - Eucommia ulmoides Oliv.: -
- 212238 - Garcinia subelliptica: 10.1021/NP050084V
- 91201 - Gastrodia elata:
- 2306983 - Gonocaryum calleryanum: 10.1016/S0031-9422(98)80075-7
- 59324 - Gymnadenia conopsea: 10.1248/CPB.54.506
- 2764646 - Gypsophila Licentiana Hand.-Mazz.: -
- 193516 - Hippophae rhamnoides: 10.1080/14786410903075457
- 9606 - Homo sapiens: -
- 13569 - Hydrastis canadensis: 10.1002/1099-1573(200012)14:8<612::AID-PTR677>3.0.CO;2-T
- 4079 - Hyoscyamus niger:
- 89488 - Monascus pilosus: 10.1248/CPB.56.394
- 1719525 - Peperomia humilis: 10.1016/S0031-9422(03)00183-3
- 511531 - Peperomia leptostachya: 10.1016/S0031-9422(03)00183-3
- 33090 - Plants: -
- 175519 - Pluchea sagittalis: 10.1080/14786419.2017.1396587
- 158314 - Polyporus umbellatus: 10.3184/030823409X12562954717147
- 102107 - Prunus mume:
- 99300 - Rehmannia glutinosa:
- 476207 - Scrophularia buergeriana: 10.1016/J.PHYTOCHEM.2005.03.023
- 291326 - Scrophularia ningpoensis: 10.1016/J.PHYTOCHEM.2005.03.023
- 90363 - Scrophularia nodosa: 10.1016/J.PHYTOCHEM.2005.03.023
- 420630 - Siphoneugena densiflora: 10.1515/ZNC-2008-5-611
- 1826902 - Stellaria dichotoma:
- 5095 - Talaromyces flavus: 10.1139/V90-318
- 3677 - Trichosanthes Kirilowii Maxim: -
- 1659895 - Tropicoporus linteus: 10.1007/BF02980143
- 118778 - Tussilago farfara: 10.1080/10286020.2011.600251
- 29760 - Vitis vinifera: 10.1021/JF970894F
- 318068 - Xanthium strumarium: 10.1055/S-2008-1081295
- 33090 - 山茱萸: -
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
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Molecules (Basel, Switzerland).
2024 Apr; 29(7):. doi:
10.3390/molecules29071663
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Analytical and bioanalytical chemistry.
2024 Feb; 416(5):1117-1126. doi:
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. [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
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Acta biochimica et biophysica Sinica.
2023 Jul; ?(?):. doi:
10.3724/abbs.2023105
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Molecules (Basel, Switzerland).
2023 Jun; 28(12):. doi:
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International journal of biological macromolecules.
2023 Jun; 244(?):125387. doi:
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Food chemistry.
2023 May; 409(?):135265. doi:
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International journal of biological macromolecules.
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Journal of pharmaceutical and biomedical analysis.
2023 May; 233(?):115470. doi:
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. [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:
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Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology].
2023 Feb; ?(?):. doi:
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. [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:
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Food chemistry.
2023 Feb; 402(?):134368. doi:
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Bioresource technology.
2023 Feb; 370(?):128571. doi:
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Archives of environmental contamination and toxicology.
2023 Feb; 84(2):165-178. doi:
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. [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
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Molecules (Basel, Switzerland).
2022 Sep; 27(18):. doi:
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. [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:
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. [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:
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. [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.
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Environmental toxicology and chemistry.
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Chemical & pharmaceutical bulletin.
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10.1248/cpb.c19-00994
. [PMID: 32188797] - Ryota Uchida, Michiko Kato, Yuka Hattori, Hiroko Kikuchi, Emi Watanabe, Katsuumi Kobayashi, Keigo Nishida. Identification of 5-Hydroxymethylfurfural (5-HMF) as an Active Component Citrus Jabara That Suppresses FcεRI-Mediated Mast Cell Activation.
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