Parthenin (BioDeep_00000007438)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


InChI=1\C15H18O4\c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18\h6-8,10,12,18H,2,4-5H2,1,3H3\t8-,10-,12+,14-,15+\m0\s

化学式: C15H18O4 (262.1205)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 11.62%

分子结构信息

SMILES: C=C1C(=O)OC2C1CCC(C)C1(O)C=CC(=O)C21C
InChI: InChI=1S/C15H18O4/c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18/h6-8,10,12,18H,2,4-5H2,1,3H3

描述信息

同义名列表

11 个代谢物同义名

Parthenin; InChI=1\C15H18O4\c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18\h6-8,10,12,18H,2,4-5H2,1,3H3\t8-,10-,12+,14-,15+\m0\s; azuleno[4,5-b]furan-2,9-dione, 3,3a,4,5,6,6a,9a,9b-octahydro-6a-hydroxy-6,9a-dimethyl-3-methylene-, (3aS,6S,6aS,9aS,9bR)-; (3aS,6S,6aS,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylene-3,3a,4,5,6,6a,9a,9b-octahydroazuleno[4,5-b]furan-2,9-dione; (3aS,6S,6aS,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,9b-tetrahydro-3aH-azuleno[7,8-d]furan-2,9-dione; (3aS,6S,6aS,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylene-4,5,6,9b-tetrahydro-3aH-azuleno[7,8-d]furan-2,9-quinone; (3aS,6S,6aS,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylene-4,5,6,9b-tetrahydro-3aH-azuleno[7,8-d]furan-2,9-dione; LMPR01030024; C09523; Parthenicin; Parthenin



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)

86 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 9 BIRC5, CASP3, CASP8, CASP9, CCNB1, CDC25C, IL18, MSMP, PIK3CA
Peripheral membrane protein 1 GORASP1
Nucleus 8 BIRC5, CASP3, CASP8, CASP9, CCNB1, CDC25C, DFFA, PARP1
cytosol 10 BIRC5, CASP3, CASP8, CASP9, CCNB1, CDC25C, DFFA, IL18, PARP1, PIK3CA
nuclear body 1 PARP1
centrosome 1 CCNB1
nucleoplasm 7 BIRC5, CASP3, CASP8, CCNB1, CDC25C, DFFA, PARP1
Cell membrane 2 PROKR2, TNF
Cytoplasmic side 1 GORASP1
lamellipodium 2 CASP8, PIK3CA
Multi-pass membrane protein 1 PROKR2
Golgi apparatus membrane 1 GORASP1
cell surface 2 TNF, TNFRSF10B
glutamatergic synapse 1 CASP3
Golgi apparatus 1 GORASP1
Golgi membrane 1 GORASP1
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 2 IL18, PARP1
plasma membrane 5 DFFA, PIK3CA, PROKR2, TNF, TNFRSF10B
Membrane 3 CCNB1, PARP1, TNFRSF10B
extracellular space 3 IL18, MSMP, TNF
perinuclear region of cytoplasm 2 CDC25C, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 3 CASP8, CASP9, PARP1
protein-containing complex 5 BIRC5, CASP8, CASP9, DFFA, PARP1
postsynaptic density 1 CASP3
Secreted 2 IL18, MSMP
extracellular region 2 IL18, TNF
mitochondrial outer membrane 1 CASP8
mitochondrial matrix 1 CCNB1
transcription regulator complex 1 PARP1
external side of plasma membrane 1 TNF
microtubule cytoskeleton 1 BIRC5
nucleolus 1 PARP1
midbody 1 BIRC5
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cell projection, lamellipodium 1 CASP8
Membrane raft 1 TNF
Cytoplasm, cytoskeleton, spindle 1 BIRC5
microtubule 1 BIRC5
spindle 1 BIRC5
cis-Golgi network 1 GORASP1
mitochondrial intermembrane space 1 CDC25C
interphase microtubule organizing center 1 BIRC5
chromatin 2 DFFA, PARP1
phagocytic cup 1 TNF
Chromosome 2 BIRC5, PARP1
cytoskeleton 1 CASP8
centriole 1 BIRC5
Nucleus, nucleolus 1 PARP1
spindle pole 1 CCNB1
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
nuclear chromosome 1 BIRC5
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
cell body 1 CASP8
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
kinetochore 1 BIRC5
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
apoptosome 1 CASP9
chromosome, centromeric region 1 BIRC5
outer kinetochore 1 CCNB1
chromosome passenger complex 1 BIRC5
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 PARP1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
site of DNA damage 1 PARP1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cyclin B1-CDK1 complex 1 CCNB1
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Amarpreet Kaur, Shalinder Kaur, Rupali Jandrotia, Harminder Pal Singh, Daizy Rani Batish, Ravinder Kumar Kohli, Virendra Singh Rana, Najam A Shakil. Parthenin-A Sesquiterpene Lactone with Multifaceted Biological Activities: Insights and Prospects. Molecules (Basel, Switzerland). 2021 Sep; 26(17):. doi: 10.3390/molecules26175347. [PMID: 34500778]
  • C Rice, J Wolf, D H Fleisher, S M Acosta, S W Adkins, A A Bajwa, L H Ziska. Recent CO2 levels promote increased production of the toxin parthenin in an invasive Parthenium hysterophorus biotype. Nature plants. 2021 06; 7(6):725-729. doi: 10.1038/s41477-021-00938-6. [PMID: 34099902]
  • Trizah K Milugo, David P Tchouassi, Reginald A Kavishe, Rhoel R Dinglasan, Baldwyn Torto. Derivatization increases mosquito larvicidal activity of the sesquiterpene lactone parthenin isolated from the invasive weed Parthenium hysterophorus. Pest management science. 2021 Feb; 77(2):659-665. doi: 10.1002/ps.6131. [PMID: 33034953]
  • Mandeep Kaur, Kunj Bihari Gupta, Shweta Thakur, Sukhchain Kaur, Monisha Dhiman. Parthenium hysterophorus mediated inflammation and hyper-responsiveness via NF-κB pathway in human A549 lung cancer cell line. Environmental toxicology. 2020 Nov; 35(11):1241-1250. doi: 10.1002/tox.22989. [PMID: 32686900]
  • Regina G Belz, Marjo Patama, Aki Sinkkonen. Low doses of six toxicants change plant size distribution in dense populations of Lactuca sativa. The Science of the total environment. 2018 Aug; 631-632(?):510-523. doi: 10.1016/j.scitotenv.2018.02.336. [PMID: 29529439]
  • Alen Božičević, Maria De Mieri, Christina Nassenstein, Silke Wiegand, Matthias Hamburger. Secondary Metabolites in Allergic Plant Pollen Samples Modulate Afferent Neurons and Murine Tracheal Rings. Journal of natural products. 2017 11; 80(11):2953-2961. doi: 10.1021/acs.jnatprod.7b00495. [PMID: 29112407]
  • Regina G Belz. Investigating a Potential Auxin-Related Mode of Hormetic/Inhibitory Action of the Phytotoxin Parthenin. Journal of chemical ecology. 2016 Jan; 42(1):71-83. doi: 10.1007/s10886-015-0662-y. [PMID: 26686984]
  • M Leirós, E Alonso, M E Rateb, W E Houssen, R Ebel, M Jaspars, A Alfonso, L M Botana. Bromoalkaloids protect primary cortical neurons from induced oxidative stress. ACS chemical neuroscience. 2015 Feb; 6(2):331-8. doi: 10.1021/cn500258c. [PMID: 25387680]
  • Vincent O Nyasembe, Xavier Cheseto, Fatma Kaplan, Woodbridge A Foster, Peter E A Teal, James H Tumlinson, Christian Borgemeister, Baldwyn Torto. The Invasive American Weed Parthenium hysterophorus Can Negatively Impact Malaria Control in Africa. PloS one. 2015; 10(9):e0137836. doi: 10.1371/journal.pone.0137836. [PMID: 26367123]
  • P Rajiv, Sivaraj Rajeshwari, R Hiranmai Yadav, Venckatesh Rajendran. Vermiremediation: detoxification of Parthenin toxin from Parthenium weeds. Journal of hazardous materials. 2013 Nov; 262(?):489-95. doi: 10.1016/j.jhazmat.2013.08.075. [PMID: 24076572]
  • Renu Chib, Bhahwal Ali Shah, Samar Singh Andotra, Vikram Bharadwaj, Rajinder Kumar Gupta, Subhash Chandra Taneja, Ravi Kant Khajuria. Quantification of sesquiterpene lactones in Parthenium hyterophorous by normal-phase HPLC. Journal of chromatographic science. 2013 Nov; 51(10):950-3. doi: 10.1093/chromsci/bms195. [PMID: 23456568]
  • Regina G Belz, Hans-Peter Piepho. Modeling effective dosages in hormetic dose-response studies. PloS one. 2012; 7(3):e33432. doi: 10.1371/journal.pone.0033432. [PMID: 22438929]
  • Anthony Teik Jin Goon, Chee Leok Goh. Plant dermatitis: asian perspective. Indian journal of dermatology. 2011 Nov; 56(6):707-10. doi: 10.4103/0019-5154.91833. [PMID: 22345775]
  • Sanjeev Handa, Dipankar De, Rahul Mahajan. Airborne contact dermatitis - current perspectives in etiopathogenesis and management. Indian journal of dermatology. 2011 Nov; 56(6):700-6. doi: 10.4103/0019-5154.91832. [PMID: 22345774]
  • John V W Becker, Marina M van der Merwe, Anna C van Brummelen, Pamisha Pillay, Bridget G Crampton, Edwin M Mmutlane, Chris Parkinson, Fanie R van Heerden, Neil R Crouch, Peter J Smith, Dalu T Mancama, Vinesh J Maharaj. In vitro anti-plasmodial activity of Dicoma anomala subsp. gerrardii (Asteraceae): identification of its main active constituent, structure-activity relationship studies and gene expression profiling. Malaria journal. 2011 Oct; 10(?):295. doi: 10.1186/1475-2875-10-295. [PMID: 21985233]
  • Jamal Al-Saghir, Randa Al-Ashi, Ralph Salloum, Najat A Saliba, Rabih S Talhouk, Fadia R Homaidan. Anti-inflammatory properties of Salograviolide A purified from Lebanese plant Centaurea ainetensis. BMC complementary and alternative medicine. 2009 Sep; 9(?):36. doi: 10.1186/1472-6882-9-36. [PMID: 19775456]
  • Regina G Belz, Michael van der Laan, Carl F Reinhardt, Karl Hurle. Soil degradation of parthenin-does it contradict the role of allelopathy in the invasive weed Parthenium hysterophorus L.?. Journal of chemical ecology. 2009 Sep; 35(9):1137-50. doi: 10.1007/s10886-009-9698-1. [PMID: 19795173]
  • Biswanath Das, G Satyalakshmi, Nisith Bhunia, K Ravider Reddy, V Saidi Reddy, G Mahender. Chemical transformations of parthenin, a natural bioactive sesquiterpenoid. Natural product communications. 2009 Jan; 4(1):9-14. doi: ". [PMID: 19370866]
  • Yasmin Akhtar, Murray B Isman, Peggy M Paduraru, Srinivas Nagabandi, Ranjeet Nair, Erika Plettner. Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents. Journal of agricultural and food chemistry. 2007 Dec; 55(25):10323-30. doi: 10.1021/jf071636d. [PMID: 18020407]
  • Regina G Belz. Stimulation versus inhibition--bioactivity of parthenin, a phytochemical from Parthenium hysterophorus L. Dose-response : a publication of International Hormesis Society. 2007 Sep; 6(1):80-96. doi: 10.2203/dose-response.07-007.belz. [PMID: 18648571]
  • Biswanath Das, V Saidi Reddy, M Krishnaiah, A V S Sharma, K Ravi Kumar, J Venkateswara Rao, V Sridhar. Acetylated pseudoguaianolides from Parthenium hysterophorus and their cytotoxic activity. Phytochemistry. 2007 Aug; 68(15):2029-34. doi: 10.1016/j.phytochem.2007.05.002. [PMID: 17570445]
  • Daizy R Batish, Harminder Pal Singh, Ravinder K Kohli, Shalinder Kaur, Dinesh B Saxena, Surender Yadav. Assessment of phytotoxicity of parthenin. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2007 May; 62(5-6):367-72. doi: 10.1515/znc-2007-5-609. [PMID: 17708442]
  • Harminder P Singh, Daizy R Batish, R K Kohli, Dinesh B Saxena, Vandana Arora. Effect of parthenin--a sesquiterpene lactone from Parthenium hysterophorus--on early growth and physiology of Ageratum conyzoides. Journal of chemical ecology. 2002 Nov; 28(11):2169-79. doi: 10.1023/a:1021089013754. [PMID: 12523560]
  • C L Cantrell, S G Franzblau, N H Fischer. Antimycobacterial plant terpenoids. Planta medica. 2001 Nov; 67(8):685-94. doi: 10.1055/s-2001-18365. [PMID: 11731906]
  • A Ramos, R Rivero, M C Victoria, A Visozo, J Piloto, A García. Assessment of mutagenicity in Parthenium hysterophorus L. Journal of ethnopharmacology. 2001 Sep; 77(1):25-30. doi: 10.1016/s0378-8741(01)00257-4. [PMID: 11483374]
  • S Handa, B Sahoo, V K Sharma. Oral hyposensitization in patients with contact dermatitis from Parthenium hysterophorus. Contact dermatitis. 2001 May; 44(5):279-82. doi: 10.1034/j.1600-0536.2001.440505.x. [PMID: 11298693]
  • S Datta, D B Saxena. Pesticidal properties of parthenin (from Parthenium hysterophorus) and related compounds. Pest management science. 2001 Jan; 57(1):95-101. doi: 10.1002/1526-4998(200101)57:1<95::aid-ps248>3.0.co;2-j. [PMID: 11455638]
  • R E McFadyen. Parthenium weed and human health in Queensland. Australian family physician. 1995 Aug; 24(8):1455-9. doi: ". [PMID: 7677614]
  • R J Marles, J Kaminski, J T Arnason, L Pazos-Sanou, S Heptinstall, N H Fischer, C W Crompton, D G Kindack, D V Awang. A bioassay for inhibition of serotonin release from bovine platelets. Journal of natural products. 1992 Aug; 55(8):1044-56. doi: 10.1021/np50086a003. [PMID: 1431933]
  • G L Sharma, K K Bhutani. Plant based antiamoebic drugs; Part II. Amoebicidal activity of parthenin isolated from Parthenium hysterophorus. Planta medica. 1988 Apr; 54(2):120-2. doi: 10.1055/s-2006-962366. [PMID: 2900531]
  • T R Narasimhan, N Harindranath, C K Kurup, P V Rao. Effect of parthenin on mitochondrial oxidative phosphorylation. Biochemistry international. 1985 Aug; 11(2):239-44. doi: NULL. [PMID: 2932114]
  • T R Narasimhan, N Harindranath, S Premlata, B S Murthy, P V Rao. Toxicity of the sesquiterpene lactone parthenin to cultured bovine kidney cells. Planta medica. 1985 Jun; ?(3):194-7. doi: 10.1055/s-2007-969454. [PMID: 2412248]