Isopimpinellin (BioDeep_00000000214)

 

Secondary id: BioDeep_00000402939, BioDeep_00000862403

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


InChI=1/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3

化学式: C13H10O5 (246.0528)
中文名称: 异茴芹灵, 异茴芹内酯, 异虎耳草素
谱图信息: 最多检出来源 Homo sapiens(blood) 12.28%

分子结构信息

SMILES: COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC
InChI: InChI=1S/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3

描述信息

Isopimpinellin is a member of psoralens.
Isopimpinellin is a natural product found in Zanthoxylum mayu, Zanthoxylum ovalifolium, and other organisms with data available.
Isopimpinellin is found in angelica. Isopimpinellin is present in the seeds of Pastinaca sativa (parsnip) Isopimpinellin belongs to the family of Furanocoumarins. These are polycyclic aromatic compounds containing a furan ring fused to a coumarin moeity.
See also: Angelica keiskei top (part of).
Present in the seeds of Pastinaca sativa (parsnip). Isopimpinellin is found in many foods, some of which are carrot, anise, celery stalks, and fennel.
Isopimpinellin is found in angelica. Isopimpinellin is present in the seeds of Pastinaca sativa (parsnip
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].
Isopimpinellin, an orally active compound isolated from Glomerella cingulata. Isopimpinellin blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene. Isopimpinellin possesses anti-leishmania effect[1].

同义名列表

52 个代谢物同义名

InChI=1/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3; 5,8-Dimethoxypsoralen; 4,9-dimethoxyfuro[3,2-g]chromen-7-one; 7H-Furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy- (8CI); 4,9-Dimethoxy-7H-furo[3,2-g][1]benzopyran-7-one, 9CI; 7H-Furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy-; Isopimpinellin - Angelica archangelica (angelica); 7H-Furo[3,2-g][1]benzopyran-7-one, 4,9-dimethoxy-; 4,9-Dimethoxy-7H-furo(3,2-G) (1)benzopyran-7-one; 4,9-Dimethoxy-7H-furo(3,2-g)(1)benzopyran-7-one; 4,9-Dimethoxy-7H-furo[3,2-g][1]benzopyran-7-one; 4,9-Dimethoxy-7H-furo[3,2-g]chromen-7-one #; 4,9-Dimethoxy-7H-furo[3,2-g]chromen-7-one; 5,9-dimethoxy-2H-furo[3,2-g]chromen-2-one; 4,9-dimethoxy-7H-furo(3,2-g)chromen-7-one; 4,9-Dimethoxyfuro[3,2-g]benzopyran-7-one; Isopimpinellin (4,9-Dimethoxypsoralen); 4,9-Dimethoxy-furo[3,2-g]chromen-7-one; 4,9-Dimethoxy-7-oxofuro[3,2-g]chromene; 4,9-dimethoxyfuro[3,2-g]chromen-7-one; Isopimpinellin, analytical standard; 5,8-Dimethoxy-6,7-furanocoumarin; DFMAXQKDIGCMTL-UHFFFAOYSA-N; DFMAXQKDIGCMTL-UHFFFAOYSA-; 7H-Furo[3, 4,9-dimethoxy-; 5, 8-Dimethoxypsoralene; 5,8-Dimethoxypsoralene; 5,8-dimethoxypsoralen; 4,9-dimethoxypsoralen; 5-METHOXYXANTHOTOXIN; 8-METHOXYBERGAPTEN; Dimethylpsoralen; Spectrum3_001232; Spectrum4_001442; Spectrum5_000023; Spectrum2_000308; ISO-PIMPINELLIN; UNII-20GCF755G6; Isopimpinellin; Oprea1_593894; DivK1c_006250; MEGxp0_000706; Oprea1_132007; ACon1_002361; NCI60_003765; KBio3_002204; KBio2_003672; KBio2_006240; KBio1_001194; KBio2_001104; 20GCF755G6; Isopimpinellin; Isopimpinellin



数据库引用编号

20 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)

384 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 14 ANG, BIRC5, CTNNB1, CYP1A1, HIF1A, HPGDS, MAPK14, MAPK8, MITF, PRPF19, TEK, TYR, TYRP1, VEGFA
Peripheral membrane protein 2 CYP1A1, CYP1B1
Endosome membrane 2 BACE1, TYRP1
Endoplasmic reticulum membrane 3 CYP1A1, CYP1A2, CYP1B1
Nucleus 10 ANG, BIRC5, CTNNB1, HIF1A, KDR, MAPK14, MAPK8, MITF, PRPF19, VEGFA
cytosol 8 ANG, BIRC5, CTNNB1, HIF1A, HPGDS, MAPK14, MAPK8, MITF
dendrite 1 BACE1
nuclear body 1 HIF1A
trans-Golgi network 1 BACE1
centrosome 1 CTNNB1
nucleoplasm 8 BIRC5, CTNNB1, HIF1A, HPGDS, MAPK14, MAPK8, MITF, PRPF19
RNA polymerase II transcription regulator complex 1 HIF1A
Cell membrane 4 BACE1, CTNNB1, KDR, TEK
lamellipodium 1 CTNNB1
Cell projection, axon 1 BACE1
Synapse 2 CTNNB1, MAPK8
cell cortex 1 CTNNB1
cell junction 3 CTNNB1, KDR, TEK
cell surface 3 BACE1, TEK, VEGFA
glutamatergic synapse 2 CTNNB1, MAPK14
Golgi apparatus 3 BACE1, KDR, VEGFA
growth cone 1 ANG
lysosomal membrane 2 GAA, MITF
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 2 ANG, BACE1
presynaptic membrane 1 CTNNB1
synaptic vesicle 1 BACE1
Lysosome 3 BACE1, GAA, TYR
endosome 2 BACE1, KDR
plasma membrane 6 BACE1, CTNNB1, F2, GAA, KDR, TEK
Membrane 6 BACE1, CTNNB1, CYP1B1, GAA, PRPF19, VEGFA
apical plasma membrane 1 TEK
axon 2 BACE1, MAPK8
basolateral plasma membrane 2 CTNNB1, TEK
extracellular exosome 3 CTNNB1, F2, GAA
Lysosome membrane 2 GAA, MITF
endoplasmic reticulum 3 BACE1, KDR, VEGFA
extracellular space 3 ANG, F2, VEGFA
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 CTNNB1, TYR
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 2 CTNNB1, VEGFA
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 1 CTNNB1
mitochondrion 3 CYP1A1, CYP1B1, MAPK14
protein-containing complex 4 BIRC5, CTNNB1, HIF1A, MITF
intracellular membrane-bounded organelle 6 CYP1A1, CYP1A2, CYP1B1, GAA, HPGDS, TYR
Microsome membrane 3 CYP1A1, CYP1A2, CYP1B1
Single-pass type I membrane protein 3 BACE1, TYR, TYRP1
Secreted 5 ANG, F2, GAA, TEK, VEGFA
extracellular region 7 ANG, F2, GAA, KDR, MAPK14, TEK, VEGFA
hippocampal mossy fiber to CA3 synapse 1 BACE1
[Isoform 2]: Secreted 1 KDR
anchoring junction 1 KDR
transcription regulator complex 1 CTNNB1
centriolar satellite 1 TEK
motile cilium 1 HIF1A
external side of plasma membrane 1 KDR
Secreted, extracellular space, extracellular matrix 1 VEGFA
multivesicular body 1 BACE1
actin cytoskeleton 1 ANG
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
microtubule cytoskeleton 1 BIRC5
nucleolus 1 ANG
Wnt signalosome 1 CTNNB1
axon cytoplasm 1 HIF1A
Melanosome membrane 2 TYR, TYRP1
midbody 1 BIRC5
Early endosome 2 BACE1, KDR
apical part of cell 1 CTNNB1
cell-cell junction 2 CTNNB1, TEK
Golgi-associated vesicle 1 TYR
recycling endosome 1 BACE1
postsynaptic membrane 1 CTNNB1
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 3 BACE1, KDR, TEK
Cell junction, focal adhesion 1 TEK
Cytoplasm, cytoskeleton 1 CTNNB1
Cytoplasm, cytoskeleton, spindle 2 BIRC5, PRPF19
focal adhesion 2 CTNNB1, TEK
microtubule 1 BIRC5
spindle 2 BIRC5, PRPF19
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
extracellular matrix 1 VEGFA
basement membrane 1 ANG
intracellular vesicle 1 TYRP1
collagen-containing extracellular matrix 1 F2
secretory granule 1 VEGFA
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
nuclear speck 3 HIF1A, MAPK14, PRPF19
interphase microtubule organizing center 1 BIRC5
Late endosome 1 BACE1
receptor complex 2 KDR, TEK
chromatin 2 HIF1A, MITF
cell periphery 1 CTNNB1
Chromosome 2 ANG, BIRC5
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
centriole 1 BIRC5
Golgi apparatus, trans-Golgi network 1 BACE1
Nucleus, nucleolus 1 ANG
spindle pole 2 CTNNB1, MAPK14
nuclear chromosome 1 BIRC5
blood microparticle 1 F2
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
spliceosomal complex 1 PRPF19
site of double-strand break 1 PRPF19
Endomembrane system 2 BACE1, CTNNB1
sorting endosome 1 KDR
microvillus 1 TEK
Lipid droplet 1 PRPF19
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
Cytoplasmic vesicle membrane 1 BACE1
Nucleus, nucleoplasm 1 PRPF19
Cell projection, dendrite 1 BACE1
tertiary granule membrane 1 GAA
Melanosome 2 TYR, TYRP1
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
Nucleus speckle 1 HIF1A
euchromatin 2 CTNNB1, HIF1A
basal plasma membrane 1 TEK
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
Golgi lumen 1 F2
endoplasmic reticulum lumen 2 BACE1, F2
platelet alpha granule lumen 1 VEGFA
kinetochore 1 BIRC5
endocytic vesicle 1 ANG
azurophil granule membrane 1 GAA
beta-catenin-TCF complex 1 CTNNB1
chromosome, centromeric region 1 BIRC5
presynaptic active zone cytoplasmic component 1 CTNNB1
clathrin-coated endocytic vesicle membrane 1 TYRP1
chromosome passenger complex 1 BIRC5
cytoplasmic microtubule 1 BIRC5
U2-type catalytic step 1 spliceosome 1 PRPF19
protein-DNA complex 1 CTNNB1
ficolin-1-rich granule membrane 1 GAA
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
basal dendrite 1 MAPK8
catalytic step 2 spliceosome 1 PRPF19
Prp19 complex 1 PRPF19
U2-type catalytic step 2 spliceosome 1 PRPF19
catenin complex 1 CTNNB1
angiogenin-PRI complex 1 ANG
autolysosome lumen 1 GAA
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
beta-catenin-TCF7L2 complex 1 CTNNB1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
Golgi-associated vesicle lumen 1 BACE1


文献列表

  • Piseth Nhoek, Sungjin Ahn, Pisey Pel, Young-Mi Kim, Jungmoo Huh, Hyun Woo Kim, Minsoo Noh, Young-Won Chin. Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica. Journal of natural products. 2023 01; 86(1):138-148. doi: 10.1021/acs.jnatprod.2c00844. [PMID: 36529937]
  • Wenya Ma, Iftikhar Ali, Yali Li, Hidayat Hussain, Huanzhu Zhao, Xuan Sun, Lei Xie, Li Cui, Daijie Wang. A Simple and Efficient Two-Dimensional High-Speed Counter-Current Chromatography Linear Gradient and Isocratic Elution Modes for the Preparative Separation of Coumarins from Roots of Toddalia asiatica (Linn.) Lam. Molecules (Basel, Switzerland). 2021 Oct; 26(19):. doi: 10.3390/molecules26195986. [PMID: 34641527]
  • Prashant Joshi, Vinay R Sonawane, Ibidapo S Williams, Glen J P McCann, Linda Gatchie, Rajni Sharma, Naresh Satti, Bhabatosh Chaudhuri, Sandip B Bharate. Identification of karanjin isolated from the Indian beech tree as a potent CYP1 enzyme inhibitor with cellular efficacy via screening of a natural product repository. MedChemComm. 2018 Feb; 9(2):371-382. doi: 10.1039/c7md00388a. [PMID: 30108931]
  • Marie Fomani, Emmanuel Ngeufa Happi, Achille Nouga Bisoue, Jean Claude Ndom, Alain François Kamdem Waffo, Norbert Sewald, Jean Duplex Wansi. Oxidative burst inhibition, cytotoxicity and antibacterial acriquinoline alkaloids from Citrus reticulate (Blanco). Bioorganic & medicinal chemistry letters. 2016 Jan; 26(2):306-309. doi: 10.1016/j.bmcl.2015.12.028. [PMID: 26711890]
  • Fatima Zerargui, Sabah Boumerfeg, Noureddine Charef, Abderrahmane Baghiani, Meriem Djarmouni, Seddik Khennouf, Lekhmici Arrar, Musa H Abu Zarga, Mohammad S Mubarak. Antioxidant Potentials and Xanthine Oxidase Inhibitory Effect of Two Furanocoumarins Isolated from Tamus communis L. Medicinal chemistry (Shariqah (United Arab Emirates)). 2015; 11(5):506-13. doi: 10.2174/1573406411666150130145246. [PMID: 25633370]
  • Jing Li, Bo Ma, Qi Zhang, Xiaojing Yang, Jingjing Sun, Bowen Tang, Guangbo Cui, Di Yao, Lei Liu, Guiying Gu, Jianwei Zhu, Ping Wei, Pingkai Ouyang. Simultaneous determination of osthole, bergapten and isopimpinellin in rat plasma and tissues by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Nov; 970(?):77-85. doi: 10.1016/j.jchromb.2014.06.014. [PMID: 25240925]
  • Henrique D de Menezes, Ana C Pereira, Guilherme T P Brancini, Helton Carlos de Leão, Nelson S Massola Júnior, Luciano Bachmann, Mark Wainwright, Jairo Kenupp Bastos, Gilberto U L Braga. Furocoumarins and coumarins photoinactivate Colletotrichum acutatum and Aspergillus nidulans fungi under solar radiation. Journal of photochemistry and photobiology. B, Biology. 2014 Feb; 131(?):74-83. doi: 10.1016/j.jphotobiol.2014.01.008. [PMID: 24509069]
  • 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]
  • Zhan-Chang Wang, Dan-Qing Feng, Cai-Huan Ke. Coumarins from the Herb Cnidium monnieri and chemically modified derivatives as antifoulants against Balanus albicostatus and Bugula neritina larvae. International journal of molecular sciences. 2013 Jan; 14(1):1197-206. doi: 10.3390/ijms14011197. [PMID: 23303279]
  • Věra Schulzová, Luboš Babička, Jana Hajšlová. Furanocoumarins in celeriac from different farming systems: a 3-year study. Journal of the science of food and agriculture. 2012 Nov; 92(14):2849-54. doi: 10.1002/jsfa.5629. [PMID: 22407843]
  • Nallely E Sandoval-Montemayor, Abraham García, Elizabeth Elizondo-Treviño, Elvira Garza-González, Laura Alvarez, María del Rayo Camacho-Corona. Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents. Molecules (Basel, Switzerland). 2012 Sep; 17(9):11173-84. doi: 10.3390/molecules170911173. [PMID: 22992784]
  • Ahmed Abbaskhan, Muhammed Iqbal Choudhary, Mohammed Nabeel Ghayur, Zeba Parween, Farzana Shaheen, Anwar-ul-Hassan Gilani, Takuro Maruyama, Kiran Iqbal, Yoshisuke Tsuda. Biological activities of Indian celery, Seseli diffusum (Roxb. ex Sm.) Sant. & Wagh. Phytotherapy research : PTR. 2012 May; 26(5):783-6. doi: 10.1002/ptr.3600. [PMID: 22095902]
  • Krystyna Skalicka-Woźniak, Kazimierz Głowniak. Pressurized liquid extraction of coumarins from fruits of Heracleum leskowii with application of solvents with different polarity under increasing temperature. Molecules (Basel, Switzerland). 2012 Apr; 17(4):4133-41. doi: 10.3390/molecules17044133. [PMID: 22481536]
  • 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]
  • 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]
  • Pius S Fasinu, Patrick J Bouic, Bernd Rosenkranz. An overview of the evidence and mechanisms of herb-drug interactions. Frontiers in pharmacology. 2012; 3(?):69. doi: 10.3389/fphar.2012.00069. [PMID: 22557968]
  • Ah-Young Kang, Lindsay R Young, Carlus Dingfelder, Sabrina Peterson. Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2. The protein journal. 2011 Oct; 30(7):447-56. doi: 10.1007/s10930-011-9350-0. [PMID: 21847668]
  • Helge Joa, Sylvia Vogl, Atanas G Atanasov, Martin Zehl, Thomas Nakel, Nanang Fakhrudin, Elke H Heiss, Paolo Picker, Ernst Urban, Christoph Wawrosch, Johannes Saukel, Gottfried Reznicek, Brigitte Kopp, Verena M Dirsch. Identification of ostruthin from Peucedanum ostruthium rhizomes as an inhibitor of vascular smooth muscle cell proliferation. Journal of natural products. 2011 Jun; 74(6):1513-6. doi: 10.1021/np200072a. [PMID: 21627108]
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  • Maria Fâni Dolabela, Salma G Oliveira, José Maria Nascimento, José Maria Peres, Hildebert Wagner, Marinete Marins Póvoa, Alaíde Braga de Oliveira. In vitro antiplasmodial activity of extract and constituents from Esenbeckia febrifuga, a plant traditionally used to treat malaria in the Brazilian Amazon. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2008 May; 15(5):367-72. doi: 10.1016/j.phymed.2008.02.001. [PMID: 18337075]
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  • Yuan-Yan Liu, Cun Zhang, Li Li, Yong-Qing Xiao. [Studies on chemical constituents in roots of Heracleum rapula]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Feb; 31(4):309-11. doi: . [PMID: 16706022]
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