Esbiothrin (BioDeep_00000409817)
Volatile Flavor Compounds
代谢物信息卡片
S-Bioallethrin
化学式: C19H26O3 (302.1881846)
中文名称: 富右旋反式丙烯菊酯, Es-生物烯丙菊酯, 右旋烯丙菊酯, 丙烯菊酯, 烯丙菊酯, S-生物丙烯醛
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)=CC1C(C(=O)OC2CC(=O)C(CC=C)=C2C)C1(C)C
InChI: InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3
描述信息
D010575 - Pesticides > D007306 - Insecticides > D000487 - Allethrins
D010575 - Pesticides > D007306 - Insecticides > D011722 - Pyrethrins
D016573 - Agrochemicals
CONFIDENCE standard compound; INTERNAL_ID 2459
同义名列表
7 个代谢物同义名
S-Bioallethrin; R-allethrin; Esbiothrin; ALLETHRIN; Bioallethrin; S-Bioallethrin; Allethrin
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:34572
- KEGGdrug: D07530
- PubChem: 11442
- ChEMBL: CHEMBL1872535
- MeSH: Allethrins
- CAS: 84030-86-4
- CAS: 22431-63-6
- CAS: 42534-61-2
- CAS: 28434-00-6
- CAS: 3972-20-1
- CAS: 584-79-2
- MoNA: AU245906
- MoNA: AU245905
- MoNA: AU245904
- MoNA: AU245903
- MoNA: AU245902
- MoNA: AU245901
- KEGG: C14337
- PubChem: 17395337
- KNApSAcK: 34572
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)
0 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
- Jyothi Puvula, Narendra Maddu, Nagajothi Gutam, Asha Parimal, Pongali B Raghavendra. The role of pyrethroid derivatives in autophagy and apoptosis crosstalk signaling and potential risk for malignancies.
Oncotarget.
2022 12; 13(?):1323-1340. doi:
10.18632/oncotarget.28328. [PMID: 36528879] - Giovana Castillo, Luis Barrios-Arpi, Mariella Ramos-Gonzalez, Paola Vidal, Alejandro Gonzales-Irribarren, Norma Ramos-Cevallos, José-Luis Rodríguez. Neurotoxicity associated with oxidative stress and inflammasome gene expression induced by allethrin in SH-SY5Y cells.
Toxicology and industrial health.
2022 Dec; 38(12):777-788. doi:
10.1177/07482337221089585. [PMID: 36074087] - Yaohua Huang, Wen-Juan Chen, Jiayi Li, Mohamed A Ghorab, Nasser Alansary, Dalia E El-Hefny, Gharieb S El-Sayyad, Sandhya Mishra, Xidong Zhang, Pankaj Bhatt, Shaohua Chen. Novel mechanism and degradation kinetics of allethrin using Bacillus megaterium strain HLJ7 in contaminated soil/water environments.
Environmental research.
2022 11; 214(Pt 3):113940. doi:
10.1016/j.envres.2022.113940. [PMID: 35952736] - Anandha R Ravula, Suresh Yenugu. Effect of a mixture of pyrethroids at doses similar to human exposure through food in the Indian context.
Journal of biochemical and molecular toxicology.
2022 Jun; ?(?):e23132. doi:
10.1002/jbt.23132. [PMID: 35678313] - Elin Isberg, Rickard Ignell. Cattle-Derived Unsaturated Aldehydes Repel Biting Midges and Mosquitoes.
Journal of chemical ecology.
2022 Apr; 48(4):359-369. doi:
10.1007/s10886-021-01347-x. [PMID: 35107692] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Amin Arif, Ruhul Quds, Riaz Mahmood. Bioallethrin enhances generation of ROS, damages DNA, impairs the redox system and causes mitochondrial dysfunction in human lymphocytes.
Scientific reports.
2021 04; 11(1):8300. doi:
10.1038/s41598-021-87799-3. [PMID: 33859309] - Anandha Rao Ravula, Suresh Yenugu. Effect of oral administration of a mixture of pyrethroids at doses relevant to human exposure on the general and male reproductive physiology in the rat.
Ecotoxicology and environmental safety.
2021 Jan; 208(?):111714. doi:
10.1016/j.ecoenv.2020.111714. [PMID: 33396045] - Faye V Andrews, Stephanie M Kim, Lariah Edwards, Jennifer J Schlezinger. Identifying adipogenic chemicals: Disparate effects in 3T3-L1, OP9 and primary mesenchymal multipotent cell models.
Toxicology in vitro : an international journal published in association with BIBRA.
2020 Sep; 67(?):104904. doi:
10.1016/j.tiv.2020.104904. [PMID: 32473317] - Amin Arif, Samreen Salam, Riaz Mahmood. Bioallethrin-induced generation of reactive species and oxidative damage in isolated human erythrocytes.
Toxicology in vitro : an international journal published in association with BIBRA.
2020 Jun; 65(?):104810. doi:
10.1016/j.tiv.2020.104810. [PMID: 32097678] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Mª Ángeles García, Nuria Menéndez-López, Karina Boltes, María Castro-Puyana, Mª Luisa Marina. A capillary micellar electrokinetic chromatography method for the stereoselective quantitation of bioallethrin in biotic and abiotic samples.
Journal of chromatography. A.
2017 Aug; 1510(?):108-116. doi:
10.1016/j.chroma.2017.06.056. [PMID: 28648257] - Golla Madhubabu, Suresh Yenugu. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540).
Toxicology in vitro : an international journal published in association with BIBRA.
2014 Dec; 28(8):1386-95. doi:
10.1016/j.tiv.2014.07.008. [PMID: 25072698] - Golla Madhubabu, Suresh Yenugu. Allethrin induced toxicity in the male reproductive tract of rats contributes to disruption in the transcription of genes involved in germ cell production.
Environmental toxicology.
2014 Nov; 29(11):1330-45. doi:
10.1002/tox.21864. [PMID: 23595975] - Mahmut Selvi, Tolga Cavaş, A Cağlan Karasu Benli, Burcu Koçak Memmi, Nilüfer Cinkılıç, Aylin Sepici Dinçel, Ozgür Vatan, Dilek Yılmaz, Rabia Sarıkaya, Tolga Zorlu, Figen Erkoç. Sublethal toxicity of esbiothrin relationship with total antioxidant status and in vivo genotoxicity assessment in fish (Cyprinus carpio L., 1758) using the micronucleus test and comet assay.
Environmental toxicology.
2013 Nov; 28(11):644-51. doi:
10.1002/tox.20760. [PMID: 21913301] - Emmanuel Taiwo Idowu, Oyenmwen Judith Aimufua, Yomi-Onilude Ejovwoke, Bamidele Akinsanya, Olubumi Adetoro Otubanjo. Toxicological effects of prolonged and intense use of mosquito coil emission in rats and its implications on malaria control.
Revista de biologia tropical.
2013 Sep; 61(3):1463-73. doi:
. [PMID: 24027936] - A Giampreti, L Lampati, G Chidini, L Rocchi, L Rolandi, D Lonati, V M Petrolini, S Vecchio, C A Locatelli, L Manzo. Recurrent tonic-clonic seizures and coma due to ingestion of Type I pyrethroids in a 19-month-old patient.
Clinical toxicology (Philadelphia, Pa.).
2013 Jul; 51(6):497-500. doi:
10.3109/15563650.2013.808747. [PMID: 23768029] - Amit Kumar Srivastava, Pramod Kumar Srivastava, Abdulaziz A Al-Khedhairy, Javed Musarrat, Yogeshwer Shukla. Allethrin-induced genotoxicity and oxidative stress in Swiss albino mice.
Mutation research.
2012 Aug; 747(1):22-28. doi:
10.1016/j.mrgentox.2012.03.003. [PMID: 22475934] - Golla Madhubabu, Suresh Yenugu. Effect of continuous inhalation of allethrin-based mosquito coil smoke in the male reproductive tract of rats.
Inhalation toxicology.
2012 Feb; 24(3):143-52. doi:
10.3109/08958378.2011.649189. [PMID: 22356257] - Araceli Vences-Mejía, Josefina Gómez-Garduño, Heriberto Caballero-Ortega, Víctor Dorado-González, Rosario Nosti-Palacios, Norma Labra-Ruíz, J Javier Espinosa-Aguirre. Effect of mosquito mats (pyrethroid-based) vapor inhalation on rat brain cytochrome P450s.
Toxicology mechanisms and methods.
2012 Jan; 22(1):41-6. doi:
10.3109/15376516.2011.591448. [PMID: 22080754] - Yoshie Hata, Stefanie Zimmermann, Melanie Quitschau, Marcel Kaiser, Matthias Hamburger, Michael Adams. Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids.
Journal of agricultural and food chemistry.
2011 Sep; 59(17):9172-6. doi:
10.1021/jf201776z. [PMID: 21786822] - Edith Berger-Preiss, Wolfgang Koch, Susanne Gerling, Heiko Kock, Klaus E Appel. Use of biocidal products (insect sprays and electro-vaporizer) in indoor areas--exposure scenarios and exposure modeling.
International journal of hygiene and environmental health.
2009 Sep; 212(5):505-18. doi:
10.1016/j.ijheh.2009.02.001. [PMID: 19345645] - M Narendra, G Kavitha, A Helah Kiranmai, N Raghava Rao, N C Varadacharyulu. Chronic exposure to pyrethroid-based allethrin and prallethrin mosquito repellents alters plasma biochemical profile.
Chemosphere.
2008 Sep; 73(3):360-4. doi:
10.1016/j.chemosphere.2008.05.070. [PMID: 18657844] - Anvita Srivastava, Mithilesh Kumar Srivastava, Rajendra Behari Raizada. Ninety-day toxicity and one-generation reproduction study in rats exposed to allethrin-based liquid mosquito repellent.
The Journal of toxicological sciences.
2006 Feb; 31(1):1-7. doi:
10.2131/jts.31.1. [PMID: 16538039] - Michael E Hildebrand, John E McRory, Terrance P Snutch, Anthony Stea. Mammalian voltage-gated calcium channels are potently blocked by the pyrethroid insecticide allethrin.
The Journal of pharmacology and experimental therapeutics.
2004 Mar; 308(3):805-13. doi:
10.1124/jpet.103.058792. [PMID: 14634047] - Atmakuru Ramesh, Ambalatharasu Vijayalakshmi. Impact of long-term exposure to mosquito coils: residual deposition and dissipation of D-trans-allethrin in a room.
Journal of environmental monitoring : JEM.
2002 Apr; 4(2):202-4. doi:
10.1039/b200123n. [PMID: 11993756] - T Mitsche, H Borck, B Horr, N Bayas, H W Hoppe, F Diel. Pyrethroid syndrome in an animal keeper.
Allergy.
2000 Jan; 55(1):93-4. doi:
10.1034/j.1398-9995.2000.00356.x. [PMID: 10696865] - G Leng, K H Kühn, B Wieseler, H Idel. Metabolism of (S)-bioallethrin and related compounds in humans.
Toxicology letters.
1999 Jun; 107(1-3):109-21. doi:
10.1016/s0378-4274(99)00038-7. [PMID: 10414788] - A Gupta, D Nigam, A Gupta, G S Shukla, A K Agarwal. Effect of pyrethroid-based liquid mosquito repellent inhalation on the blood-brain barrier function and oxidative damage in selected organs of developing rats.
Journal of applied toxicology : JAT.
1999 Jan; 19(1):67-72. doi:
10.1002/(sici)1099-1263(199901/02)19:1<67::aid-jat540>3.0.co;2-#. [PMID: 9989480] - F Diel, M Detscher, B Schock, M Ennis. In vitro effects of the pyrethroid S-bioallethrin on lymphocytes and basophils from atopic and nonatopic subjects.
Allergy.
1998 Nov; 53(11):1052-9. doi:
10.1111/j.1398-9995.1998.tb03814.x. [PMID: 9860237] - M R Moya-Quiles, E Muñoz-Delgado, C J Vidal. Effect of the pyrethroid insecticide allethrin on membrane fluidity.
Biochemistry and molecular biology international.
1995 Aug; 36(6):1299-308. doi:
". [PMID: 8535302] - M R Moya-Quiles, E Muñoz-Delgado, C J Vidal. Interactions of the pyrethroid insecticide allethrin with liposomes.
Archives of biochemistry and biophysics.
1994 Jul; 312(1):95-100. doi:
10.1006/abbi.1994.1285. [PMID: 8031152] - V P Sharma, B N Nagpal, A Srivastava. Effectiveness of neem oil mats in repelling mosquitoes.
Transactions of the Royal Society of Tropical Medicine and Hygiene.
1993 Nov; 87(6):626. doi:
10.1016/0035-9203(93)90263-p. [PMID: 7905211] - K J Stelzer, M A Gordon. Interactions of pyrethroids with phosphatidylcholine liposomal membranes.
Biochimica et biophysica acta.
1985 Jan; 812(2):361-8. doi:
10.1016/0005-2736(85)90310-4. [PMID: 3967018] - K J Stelzer, M A Gordon. Effects of pyrethroids on lymphocyte membrane lipid packing order.
Journal of immunopharmacology.
1984; 6(4):389-410. doi:
10.3109/08923978409028611. [PMID: 6527010] - M K Samson, R L Stephens, S Rivkin, M Opipari, T Maloney, C W Groppe, R Fisher. Vinblastine, bleomycin, and cis-dichlorodiammineplatinum(II) in disseminated testicular cancer: preliminary report of a Southwest Oncology Group Study.
Cancer treatment reports.
1979 Sep; 63(9-10):1663-7. doi:
. [PMID: 91435]