3-Hydroxy-4,5-dimethyl-2(5H)-furanone (BioDeep_00000021691)

   

human metabolite Endogenous


代谢物信息卡片


2,3-Dimethyl-4-hydroxy-2,5-dihydrofuran-5-one

化学式: C6H8O3 (128.0473)
中文名称: 4,5-二甲基-3-羟基-2,5-二氢呋喃-2-酮, 3-羟基-4,5-二甲基呋喃-2（5H）-酮
谱图信息: 最多检出来源 Homo sapiens(urine) 32.03%

分子结构信息

SMILES: CC1=C(O)C(=O)OC1C
InChI: InChI=1S/C6H8O3/c1-3-4(2)9-6(8)5(3)7/h4,7H,1-2H3

描述信息

Description: 3-Hydroxy-4,5-dimethyl-2(5H)-furanone or sotolone is key flavoring compound found in raw cane sugar, aged sake, coffee, fenugreek, lovage and wines. Sotolon (also known as sotolone) is a lactone and an extremely powerful aroma compound, with the typical smell of fenugreek or curry at high concentrations and maple syrup, caramel, or burnt sugar at lower concentrations. In 1999 it was shown that sotolone is the cause of the odor found in patients with maple syrup urine disease (MSUD) - PMID 10234605. This compound was found in the urine of 7 MSUD patients but was undetectable in normal individuals. 3-Hydroxy-4,5-dimethyl-2(5H)-furanone belongs to the family of Butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
Key flavour compound found in raw cane sugar, aged sake, coffee, fenugreek, lovage and wines

同义名列表

17 个代谢物同义名

2,3-Dimethyl-4-hydroxy-2,5-dihydrofuran-5-one; 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one; 3-hydroxy-4,5-dimethyl-2,5-dihydrofuran-2-one; 4,5-Dimethyl-3-hydroxy-2,5-dihydro-2-furanone; 3-Hydroxy-4,5(R)-dimethyl-2(5H)-furanone; 2-Hydroxy-3,4-dimethyl-2-buten-1,4-olide; 3,4-Dimethyl-2-hydroxy-2-butan-1,4-olide; 3-Hydroxy-4,5-dimethyl-furan-2(5H)-one; 3-Hydroxy-4,5-dimethylfuran-2(5H)-one; 4,5-Dimethyl-3-hydroxy-2(5H)-furanone; 3-Hydroxy-4,5-dimethyl-2(5H)-furanone; 3-Hydroxy-4,5-dimethyl-5H-furan-2-one; 2-Hydroxy-3-methyl-2-penten-4-olide; Sautalone; Sotolone; Sotolon; 3-Hydroxy-4,5-dimethylfuran-2(5H)-one



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

BioCyc(0)

PlantCyc(0)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(2)

  • Olfactory Signaling Pathway: GTP + odorant:Olfactory Receptor:GNAL:GDP:GNB1:GNG13 ⟶ GDP + odorant:Olfactory Receptor:GNAL:GTP:GNB1:GNG13
  • Sensory Perception: GTP + odorant:Olfactory Receptor:GNAL:GDP:GNB1:GNG13 ⟶ GDP + odorant:Olfactory Receptor:GNAL:GTP:GNB1:GNG13

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

4 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


文献列表

  • Christine A Stübner, Martin Steinhaus. Sotolon and (2E,4E,6Z)-Nona-2,4,6-trienal Are the Key Compounds in the Aroma of Walnuts. Journal of agricultural and food chemistry. 2023 May; 71(18):7099-7108. doi: 10.1021/acs.jafc.3c01002. [PMID: 37126476]
  • Sheikh Julfikar Hossain, Hitoshi Aoshima, Hirofumi Koda, Yoshinobu Kiso. Effects of coffee components on the response of GABA(A) receptors expressed in Xenopus oocytes. Journal of agricultural and food chemistry. 2003 Dec; 51(26):7568-75. doi: 10.1021/jf0303971. [PMID: 14664509]
  • F Peraza-Luna, M Rodríguez-Mendiola, C Arias-Castro, J M Bessiere, G Calva-Calva. Sotolone production by hairy root cultures of Trigonella foenum-graecum in airlift with mesh bioreactors. Journal of agricultural and food chemistry. 2001 Dec; 49(12):6012-9. doi: 10.1021/jf010818j. [PMID: 11743801]
  • A C Sewell, A Mosandl, H Böhles. False diagnosis of maple syrup urine disease owing to ingestion of herbal tea. The New England journal of medicine. 1999 Sep; 341(10):769. doi: 10.1056/nejm199909023411020. [PMID: 10475807]
  • F Podebrad, M Heil, S Reichert, A Mosandl, A C Sewell, H Böhles. 4,5-dimethyl-3-hydroxy-2[5H]-furanone (sotolone)--the odour of maple syrup urine disease. Journal of inherited metabolic disease. 1999 Apr; 22(2):107-14. doi: 10.1023/a:1005433516026. [PMID: 10234605]