Isobergapten (BioDeep_00000000190)

 

Secondary id: BioDeep_00000863445, BioDeep_00001867471

human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs


代谢物信息卡片


5-BENZOFURANACRYLIC ACID, 4-HYDROXY-6-METHOXY-, .DELTA.-LACTONE

化学式: C12H8O4 (216.0422568)
中文名称: 异佛手柑内酯, 异佛手柑内酯
谱图信息: 最多检出来源 Macaca mulatta(otcml) 5.8%

分子结构信息

SMILES: COC1=C2C=CC(=O)OC2=C3C=COC3=C1
InChI: InChI=1S/C12H8O4/c1-14-9-6-10-8(4-5-15-10)12-7(9)2-3-11(13)16-12/h2-6H,1H3

描述信息

Isobergapten is a furanocoumarin.
Isobergapten is a natural product found in Dorstenia psilurus, Saposhnikovia divaricata, and other organisms with data available.
Isobergapten is a furocoumarin. Furocoumarins, are phototoxic and photocarcinogenic. They intercalate DNA and photochemically induce mutations. Furocoumarins are botanical phytoalexins found to varying extents in a variety of vegetables and fruits, notably citrus fruits. The levels of furocoumarins present in our diets, while normally well below that causing evident acute phototoxicity, do cause pharmacologically relevant drug interactions. Some are particularly active against cytochrome P450s. For example, in humans, bergamottin and dihydroxybergamottin are responsible for the grapefruit juice effect, in which these furanocoumarins affect the metabolism of certain drugs.
Isobergapten is a member of the class of compounds known as angular furanocoumarins. Angular furanocoumarins are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Isobergapten is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Isobergapten can be found in parsnip, which makes isobergapten a potential biomarker for the consumption of this food product. Isobergapten is a non-carcinogenic (not listed by IARC) potentially toxic compound. Furocoumarin toxins can cause stomach ache and may also cause a painful skin reaction when contact with the parsnip plant is combined with UV rays from sunlight (L579) (T3DB).
Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1].
Isobergapten is an allelopathic inhibitor isolated from seeds of Hevacleum laciniatum[1].

同义名列表

26 个代谢物同义名

5-BENZOFURANACRYLIC ACID, 4-HYDROXY-6-METHOXY-, .DELTA.-LACTONE; 2H-Furo[2,3-h]-1-benzopyran-2-one, 5-methoxy-; 2H-Furo(2,3-h)-1-benzopyran-2-one, 5-methoxy-; 5-Methoxy-2H-furo(2,3-h)-1-benzopyran-2-one; 5-Methoxy-2H-furo[2,3-H]chromen-2-one #; 5-Methoxy-2H-furo[2,3-H]chromen-2-one; 5-methoxyfuro[2,3-h]chromen-2-one; AJSPSRWWZBBIOR-UHFFFAOYSA-N; 5-methoxy-angelicin; 5-Methoxyangelicin; Spectrum5_000029; Spectrum4_001445; Spectrum2_000313; Spectrum3_001226; UNII-27X3V737WH; ISO-BERGAPTEN; Isobergaptene; MEGxp0_000707; DivK1c_006248; KBio2_003678; Isobergapten; KBio1_001192; KBio2_001110; KBio2_006246; KBio3_002172; 27X3V737WH



数据库引用编号

15 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

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)

55 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

  • Taryn O'Neill, John A Johnson, Duncan Webster, Christopher A Gray. The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins. Journal of ethnopharmacology. 2013 May; 147(1):232-7. doi: 10.1016/j.jep.2013.03.009. [PMID: 23501157]