Isobergapten (BioDeep_00000000190)

 

Secondary id: BioDeep_00000863445, BioDeep_00001867471

human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs natural product


代谢物信息卡片


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

化学式: C12H8O4 (216.0423)
中文名称: 异佛手柑内酯
谱图信息: 最多检出来源 Macaca mulatta(otcml) 72.46%

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

28 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; Isobergapten; Isobergapten



数据库引用编号

17 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)

107 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 4 AKT1, CTNNB1, GAPDH, TYR
Nucleus 3 AKT1, CTNNB1, GAPDH
cytosol 3 AKT1, CTNNB1, GAPDH
centrosome 1 CTNNB1
nucleoplasm 2 AKT1, CTNNB1
Cell membrane 3 AKT1, CTNNB1, TNF
lamellipodium 2 AKT1, CTNNB1
Synapse 1 CTNNB1
cell cortex 2 AKT1, CTNNB1
cell junction 1 CTNNB1
cell surface 1 TNF
glutamatergic synapse 2 AKT1, CTNNB1
lysosomal membrane 1 GAA
neuronal cell body 1 TNF
postsynapse 1 AKT1
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 1 GAPDH
Lysosome 2 GAA, TYR
plasma membrane 6 AKT1, BCHE, CTNNB1, GAA, GAPDH, TNF
Membrane 4 AKT1, CTNNB1, GAA, GAPDH
basolateral plasma membrane 1 CTNNB1
extracellular exosome 3 CTNNB1, GAA, GAPDH
Lysosome membrane 1 GAA
extracellular space 3 BCHE, IL17A, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 3 CTNNB1, GAPDH, TYR
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
protein-containing complex 2 AKT1, CTNNB1
intracellular membrane-bounded organelle 3 GAA, GAPDH, TYR
Single-pass type I membrane protein 1 TYR
Secreted 3 BCHE, GAA, IL17A
extracellular region 4 BCHE, GAA, IL17A, TNF
transcription regulator complex 1 CTNNB1
nuclear membrane 1 GAPDH
external side of plasma membrane 2 IL17A, TNF
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
microtubule cytoskeleton 2 AKT1, GAPDH
Wnt signalosome 1 CTNNB1
Melanosome membrane 1 TYR
apical part of cell 1 CTNNB1
cell-cell junction 2 AKT1, CTNNB1
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 2 AKT1, GAPDH
postsynaptic membrane 1 CTNNB1
Cytoplasm, perinuclear region 1 GAPDH
Membrane raft 1 TNF
Cytoplasm, cytoskeleton 2 CTNNB1, GAPDH
focal adhesion 1 CTNNB1
spindle 1 AKT1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
ciliary basal body 1 AKT1
phagocytic cup 1 TNF
cell periphery 1 CTNNB1
cytoskeleton 1 GAPDH
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
spindle pole 1 CTNNB1
blood microparticle 1 BCHE
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
Endomembrane system 1 CTNNB1
Lipid droplet 1 GAPDH
tertiary granule membrane 1 GAA
Melanosome 1 TYR
euchromatin 1 CTNNB1
endoplasmic reticulum lumen 1 BCHE
azurophil granule membrane 1 GAA
beta-catenin-TCF complex 1 CTNNB1
nuclear envelope lumen 1 BCHE
presynaptic active zone cytoplasmic component 1 CTNNB1
ribonucleoprotein complex 1 GAPDH
protein-DNA complex 1 CTNNB1
ficolin-1-rich granule membrane 1 GAA
GAIT complex 1 GAPDH
catenin complex 1 CTNNB1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
autolysosome lumen 1 GAA
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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]