Pimpinellidine (BioDeep_00000000385)

   

human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs


代谢物信息卡片


2H-Furo(2,3-h)-1-benzopyran-2-one, 5,6-dimethoxy-

化学式: C13H10O5 (246.0528)
中文名称: 茴芹香豆素, 茴芹内酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 82.96%

分子结构信息

SMILES: COC1=C(C2=C(C=CO2)C3=C1C=CC(=O)O3)OC
InChI: InChI=1S/C13H10O5/c1-15-11-7-3-4-9(14)18-10(7)8-5-6-17-12(8)13(11)16-2/h3-6H,1-2H3

描述信息

Pimpinellin is a furanocoumarin.
Pimpinellin is a natural product found in Dorstenia psilurus, Clausena anisata, and other organisms with data available.
Pimpinellin 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.
Aglycone from hydrolysis of leaves and stems of Lycopersicon pimpinellifolium (currant tomato). Pimpinellidine is found in garden tomato.
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
Pimpinellin is a constituent of Cyrtomium fortumei (J.). Pimpinellin inhibits the growth of tumor cells via the induction of tumor cell apoptosis[1].
Pimpinellin is a constituent of Cyrtomium fortumei (J.). Pimpinellin inhibits the growth of tumor cells via the induction of tumor cell apoptosis[1].

同义名列表

29 个代谢物同义名

2H-Furo(2,3-h)-1-benzopyran-2-one, 5,6-dimethoxy-; 2H-Furo[2,3-h]-1-benzopyran-2-one, 5,6-dimethoxy-; 5,6-dimethoxy-2h-furo[2,3-h]-1-benzopyran-2-one; 5,6-DIMETHOXY-2H-FURO(2,3-H)-1-BENZOPYRAN-2-ONE; 5,6-Dimethoxy-2H-furo[2,3-H]chromen-2-one #; 5,6-Dimethoxy-2H-furo[2,3-H]chromen-2-one; 5,6-dimethoxyfuro[2,3-h]chromen-2-one; BQPRWZCEKZLBHL-UHFFFAOYSA-N; 6,7-Dimethoxyangelicin; Spectrum5_000769; PIMPINELLIN [MI]; Spectrum3_001234; Spectrum4_001957; Spectrum2_000720; Pimpinellidine; MEGxp0_001831; DivK1c_001025; KBio1_001025; KBio2_000897; Pimpinelline; KBio3_002208; KBio2_003465; KBio2_006033; Pimpinecilin; Pimpinellin; IDI1_001025; PIMPINELIN; Pimpinellin; Pimpinellin



数据库引用编号

18 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)

33 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 INO80, PIK3CA, PRPF19, TYR
Peripheral membrane protein 1 ACHE
Nucleus 3 ACHE, INO80, PRPF19
cytosol 2 INO80, PIK3CA
nuclear body 1 INO80
nucleoplasm 2 INO80, PRPF19
Cell membrane 2 ACHE, SELP
lamellipodium 1 PIK3CA
Synapse 1 ACHE
cell surface 1 ACHE
Golgi apparatus 1 ACHE
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
Lysosome 2 GAA, TYR
plasma membrane 6 ACHE, BCHE, F2, GAA, PIK3CA, SELP
Membrane 3 ACHE, GAA, PRPF19
extracellular exosome 3 F2, GAA, SELP
Lysosome membrane 1 GAA
extracellular space 6 ACHE, BCHE, F2, IL4, PNLIP, SELP
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 3 ACHE, PIK3CA, TYR
intercalated disc 1 PIK3CA
mitochondrion 1 ABAT
intracellular membrane-bounded organelle 2 GAA, TYR
Single-pass type I membrane protein 2 SELP, TYR
Secreted 7 ACHE, BCHE, F2, GAA, IL4, PNLIP, SELP
extracellular region 7 ACHE, BCHE, F2, GAA, IL4, PNLIP, SELP
mitochondrial matrix 1 ABAT
Extracellular side 1 ACHE
external side of plasma membrane 1 SELP
Melanosome membrane 1 TYR
Golgi-associated vesicle 1 TYR
Cytoplasm, cytoskeleton, spindle 2 INO80, PRPF19
microtubule 1 INO80
spindle 2 INO80, PRPF19
basement membrane 1 ACHE
collagen-containing extracellular matrix 1 F2
nuclear speck 1 PRPF19
Chromosome 1 INO80
blood microparticle 2 BCHE, F2
Lipid-anchor, GPI-anchor 1 ACHE
spliceosomal complex 1 PRPF19
site of double-strand break 1 PRPF19
Lipid droplet 1 PRPF19
Nucleus, nucleoplasm 1 PRPF19
tertiary granule membrane 1 GAA
Melanosome 1 TYR
side of membrane 1 ACHE
platelet dense granule membrane 1 SELP
Golgi lumen 1 F2
endoplasmic reticulum lumen 2 BCHE, F2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
azurophil granule membrane 1 GAA
nuclear envelope lumen 1 BCHE
synaptic cleft 1 ACHE
U2-type catalytic step 1 spliceosome 1 PRPF19
ficolin-1-rich granule membrane 1 GAA
catalytic step 2 spliceosome 1 PRPF19
Prp19 complex 1 PRPF19
U2-type catalytic step 2 spliceosome 1 PRPF19
platelet alpha granule membrane 1 SELP
Ino80 complex 1 INO80
platelet dense granule lumen 1 SELP
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
4-aminobutyrate transaminase complex 1 ABAT


文献列表

  • Guo-Ying Zuo, Chun-Juan Wang, Jun Han, Yu-Qing Li, Gen-Chun Wang. Synergism of coumarins from the Chinese drug Zanthoxylum nitidum with antibacterial agents against methicillin-resistant Staphylococcus aureus (MRSA). Phytomedicine : international journal of phytotherapy and phytopharmacology. 2016 Dec; 23(14):1814-1820. doi: 10.1016/j.phymed.2016.11.001. [PMID: 27912884]
  • Magdalena Walasek, Agnieszka Grzegorczyk, Anna Malm, Krystyna Skalicka-Woźniak. Bioactivity-guided isolation of antimicrobial coumarins from Heracleum mantegazzianum Sommier & Levier (Apiaceae) fruits by high-performance counter-current chromatography. Food chemistry. 2015 Nov; 186(?):133-8. doi: 10.1016/j.foodchem.2015.02.011. [PMID: 25976802]
  • 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]
  • Zhigang Liu, Minyan Jiang, Xiumei Lu, Feng Qin, Yang Song, Jing Wen, Famei Li. Simultaneous determination of pimpinellin, isopimpinellin and phellopterin in rat plasma by a validated UPLC-MS/MS and its application to a pharmacokinetic study after administration of Toddalia asiatica extract. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Apr; 891-892(?):102-8. doi: 10.1016/j.jchromb.2012.02.022. [PMID: 22418072]
  • Heyuan Qiu, Xiaohua Xiao, Gongke Li. Separation and purification of furanocoumarins from Toddalia asiatica (L.) Lam. using microwave-assisted extraction coupled with high-speed counter-current chromatography. Journal of separation science. 2012 Apr; 35(7):901-6. doi: 10.1002/jssc.201100995. [PMID: 22532360]
  • Mariangela Marrelli, Federica Menichini, Giancarlo A Statti, Marco Bonesi, Pierre Duez, Francesco Menichini, Filomena Conforti. Changes in the phenolic and lipophilic composition, in the enzyme inhibition and antiproliferative activity of Ficus carica L. cultivar Dottato fruits during maturation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Mar; 50(3-4):726-33. doi: 10.1016/j.fct.2011.12.025. [PMID: 22222929]
  • Yingchun Zhang, Haiyu Xu, Xiaomeng Chen, Chang Chen, Haijun Wang, Fanyun Meng, Hongjun Yang, Luqi Huang. Simultaneous quantification of 17 constituents from Yuanhu Zhitong tablet using rapid resolution liquid chromatography coupled with a triple quadrupole electrospray tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2011 Nov; 56(3):497-504. doi: 10.1016/j.jpba.2011.06.008. [PMID: 21733652]
  • Man Liu, Xiaowei Shi, Wei Yang, Songchen Liu, Na Wang, Rui Shi, Shi Qiao, Qiao Wang, Yongli Wang. Quantitative analysis of nine coumarins in rat urine and bile after oral administration of Radix Glehniae extract by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry. Biomedical chromatography : BMC. 2011 Jul; 25(7):783-93. doi: 10.1002/bmc.1517. [PMID: 20878664]
  • Wei Yang, Chao Feng, Dezhi Kong, Xiaowei Shi, Yang Cui, Man Liu, Qiao Wang, Yongli Wang, Lantong Zhang. Simultaneous and sensitive determination of xanthotoxin, psoralen, isoimpinellin and bergapten in rat plasma by liquid chromatography-electrospray ionization mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Feb; 878(5-6):575-82. doi: 10.1016/j.jchromb.2009.12.035. [PMID: 20116347]
  • Qinhua Chen, Peng Li, Jing He, Zhuo Zhang, Jia Liu. Supercritical fluid extraction for identification and determination of volatile metabolites from Angelica dahurica by GC-MS. Journal of separation science. 2008 Oct; 31(18):3218-24. doi: 10.1002/jssc.200800325. [PMID: 18705001]
  • P E S de Oliveira, L M Conserva, C A De Simone, M A Pereira, V R S Malta, D O Imbroisi. A pimpinellin monomer and dimer isolated from the roots of Esenbeckia grandiflora. Acta crystallographica. Section C, Crystal structure communications. 2004 Dec; 60(Pt 12):o900-2. doi: 10.1107/s0108270104023777. [PMID: 15579978]
  • Manu Eeva, Jussi-Pekka Rauha, Pia Vuorela, Heikki Vuorela. Computer-assisted, high-performance liquid chromatography with mass spectrometric detection for the analysis of coumarins in Peucedanum palustre and Angelica archangelica. Phytochemical analysis : PCA. 2004 May; 15(3):167-74. doi: 10.1002/pca.764. [PMID: 15202601]
  • Anna Bogucka-Kocka, Tadeusz Krzaczek. The furanocoumarins in the roots of Heracleum sibiricum L. Acta poloniae pharmaceutica. 2003 Sep; 60(5):391-3. doi: ". [PMID: 15005423]
  • E Pira, C Romano, F Sulotto, I Pavan, E Monaco. Heracleum mantegazzianum growth phases and furocoumarin content. Contact dermatitis. 1989 Nov; 21(5):300-3. doi: 10.1111/j.1600-0536.1989.tb04747.x. [PMID: 2533532]
  • Y Yoke Marchant, M Turjman, T Flynn, F Balza, J C Mitchell, G H Towers. Identification of psoralen, 8-methoxypsoralen, isopimpinellin, and 5,7-dimethoxycoumarin in Pelea anisata H. Mann. Contact dermatitis. 1985 Apr; 12(4):196-9. doi: 10.1111/j.1600-0536.1985.tb01105.x. [PMID: 4017567]