2-Tridecanone (BioDeep_00000618878)

PANOMIX_OTCML-2023

代谢物信息卡片

Methyl n-undecyl ketone

化学式: C13H26O (198.1983546)
中文名称: 2-十三烷酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCC(=O)C
InChI: InChI=1S/C13H26O/c1-3-4-5-6-7-8-9-10-11-12-13(2)14/h3-12H2,1-2H3

描述信息

2-Tridecanone, a nonalkaloid insecticide, is isolated from the wild tomato Lycopersicon hirsutum f. glabratum. 2-Tridecanone is a volatile organic compound[1][2].
2-Tridecanone, a nonalkaloid insecticide, is isolated from the wild tomato Lycopersicon hirsutum f. glabratum. 2-Tridecanone is a volatile organic compound[1][2].

同义名列表

11 个代谢物同义名

Methyl n-undecyl ketone; Hendecyl methyl ketone; Methyl undecyl ketone; Mathyl undecyl kepoje; Ammonium palmitate; Tridecan-2-one; 2-Tridecanone; Tridecanone-2; 2-Tridecankje; TRIDECANONE; FEMA 3388

数据库引用编号

8 个数据库交叉引用编号

ChEBI: CHEBI:77928
PubChem: 11622
Metlin: METLIN89740
ChEMBL: CHEMBL480097
CAS: 593-08-8
RefMet: 2-Tridecanone
RefMet: Tridecanone
medchemexpress: HY-W009811

分类词条

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)

78 个相关的物种来源信息

260130 Acca sellowiana: 10.3390/MOLECULES24112053
642363 Frullania solanderiana: 10.1016/S0031-9422(02)00542-3
4397 Hamamelis virginiana: 10.1055/S-2006-957420
263 Francisella tularensis: 10.1038/S41598-020-66136-0
1392 Bacillus anthracis: 10.1038/S41598-020-66136-0
188493 Etlingera elatior: 10.1080/10412905.1993.9698191
159071 Zanthoxylum ailanthoides:
2099548 Zanthoxylum zanthoxyloides: 10.1021/NP50046A035
945837 Vaccinium ashei: 10.1111/J.1365-2621.1985.TB13419.X
69266 Vaccinium corymbosum: 10.1111/J.1365-2621.1985.TB13419.X
1493660 Vaccinium virgatum: 10.1111/J.1365-2621.1985.TB13419.X
4232 Helianthus annuus: 10.1021/JF00123A021
136225 Zingiber mioga: 10.1271/BBB1961.55.1655
87257 Evernia prunastri: 10.1021/JF60201A022
13750 Vaccinium macrocarpon: 10.3891/ACTA.CHEM.SCAND.21-2076
2743282 Pilocarpus trachylophus: 10.1016/0031-9422(95)00852-7
74645 Rosa rugosa: 10.1002/FFJ.2730050406
3486 Humulus lupulus: 10.1021/JF9911850
1924218 Pilocarpus pauciflorus:
549430 Pilocarpus spicatus: 10.1002/(SICI)1099-1573(199702)11:1<67::AID-PTR29>3.0.CO;2-I
2743281 Pilocarpus microphyllus: 10.1021/NP50006A014
1331806 Pilocarpus jaborandi: 10.1021/NP50006A014
37565 Ruta graveolens: 10.1080/10412905.1989.9697787
110723 Hedychium spicatum: 10.1002/FFJ.2730100310
1336651 Zanthoxylum kauaense: 10.1016/0305-1978(92)90055-I
1336650 Zanthoxylum hawaiiense: 10.1016/0305-1978(92)90055-I
1336649 Zanthoxylum dipetalum: 10.1016/0305-1978(92)90055-I
452789 Ruta angustifolia: 10.1080/10412905.1991.9697956
912369 Croton nitens: 10.1002/FFJ.2730060307
149685 Bowdichia virgilioides: 10.1080/10412905.1998.9700881
2086539 Cochlospermum tinctorium: 10.1016/0031-9422(91)83485-4
308558 Echinacea angustifolia: 10.1002/(SICI)1099-1565(199803/04)9:2<88::AID-PCA384>3.0.CO;2-4
246357 Commiphora rostrata: 10.1016/0031-9422(88)87020-1
62890 Solanum habrochaites:
317816 Solanum agrimonifolium:
317816 Solanum agrimoniifolium:
7264 Drosophila buzzatii: 10.1016/0965-1748(93)90021-J
260130 Acca sellowiana: 10.3390/MOLECULES24112053
642363 Frullania solanderiana: 10.1016/S0031-9422(02)00542-3
4397 Hamamelis virginiana: 10.1055/S-2006-957420
263 Francisella tularensis: 10.1038/S41598-020-66136-0
1392 Bacillus anthracis: 10.1038/S41598-020-66136-0
188493 Etlingera elatior: 10.1080/10412905.1993.9698191
159071 Zanthoxylum ailanthoides:
2099548 Zanthoxylum zanthoxyloides: 10.1021/NP50046A035
945837 Vaccinium ashei: 10.1111/J.1365-2621.1985.TB13419.X
69266 Vaccinium corymbosum: 10.1111/J.1365-2621.1985.TB13419.X
1493660 Vaccinium virgatum: 10.1111/J.1365-2621.1985.TB13419.X
4232 Helianthus annuus: 10.1021/JF00123A021
136225 Zingiber mioga: 10.1271/BBB1961.55.1655
87257 Evernia prunastri: 10.1021/JF60201A022
13750 Vaccinium macrocarpon: 10.3891/ACTA.CHEM.SCAND.21-2076
2743282 Pilocarpus trachylophus: 10.1016/0031-9422(95)00852-7
74645 Rosa rugosa: 10.1002/FFJ.2730050406
3486 Humulus lupulus: 10.1021/JF9911850
1924218 Pilocarpus pauciflorus:
549430 Pilocarpus spicatus: 10.1002/(SICI)1099-1573(199702)11:1<67::AID-PTR29>3.0.CO;2-I
2743281 Pilocarpus microphyllus: 10.1021/NP50006A014
1331806 Pilocarpus jaborandi: 10.1021/NP50006A014
37565 Ruta graveolens: 10.1080/10412905.1989.9697787
110723 Hedychium spicatum: 10.1002/FFJ.2730100310
1336651 Zanthoxylum kauaense: 10.1016/0305-1978(92)90055-I
1336650 Zanthoxylum hawaiiense: 10.1016/0305-1978(92)90055-I
1336649 Zanthoxylum dipetalum: 10.1016/0305-1978(92)90055-I
452789 Ruta angustifolia: 10.1080/10412905.1991.9697956
912369 Croton nitens: 10.1002/FFJ.2730060307
149685 Bowdichia virgilioides: 10.1080/10412905.1998.9700881
2086539 Cochlospermum tinctorium: 10.1016/0031-9422(91)83485-4
308558 Echinacea angustifolia: 10.1002/(SICI)1099-1565(199803/04)9:2<88::AID-PCA384>3.0.CO;2-4
246357 Commiphora rostrata: 10.1016/0031-9422(88)87020-1
62890 Solanum habrochaites:
317816 Solanum agrimonifolium:
317816 Solanum agrimoniifolium:
7264 Drosophila buzzatii: 10.1016/0965-1748(93)90021-J
94328 Zingiber Officinale Roscoe: -
13579 Juncus effusus L.: -
74645 Rosa rugosa Thunb.: -
33090 Plants: -

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

Wenwen Song, Mingming Dai, Shasha Gao, Yindong Mi, Shijia Zhang, Jianyong Wei, Honghai Zhao, Fangmeng Duan, Chen Liang, Qianqian Shi. Volatile organic compounds produced by Paenibacillus polymyxa J2-4 exhibit toxic activity against Meloidogyne incognita. Pest management science. 2024 Mar; 80(3):1289-1299. doi: 10.1002/ps.7859. [PMID: 37899496]
Meng Gu, Zhaoxiang Xue, Shenglan Lv, Yuhao Cai, Lei Zhang, Xiwu Gao. Corynebacterium sp. 2-TD Mediated Toxicity of 2-Tridecanone to Helicoverpa armigera. Toxins. 2022 Oct; 14(10):. doi: 10.3390/toxins14100698. [PMID: 36287967]
Jie Zhao, Qian Wei, Xin-Rong Gu, Su-Wei Ren, Xiao-Ning Liu. Alcohol dehydrogenase 5 of Helicoverpa armigera interacts with the CYP6B6 promoter in response to 2-tridecanone. Insect science. 2020 Oct; 27(5):1053-1066. doi: 10.1111/1744-7917.12720. [PMID: 31454147]
Lei Zhang, Shenglan Lv, Ying Liu, Liwen Yang, Pei Liang, Xiwu Gao. Cellular Redox-Related Transcription Factor Nrf2 Mediation of HaTrf Response to Host Plant Allelochemical 2-Tridecanone in Helicoverpa armigera. Journal of agricultural and food chemistry. 2020 Jun; 68(25):6919-6926. doi: 10.1021/acs.jafc.0c02080. [PMID: 32463694]
Fen Li, Kangsheng Ma, Xuewei Chen, Jing-Jiang Zhou, Xiwu Gao. The regulation of three new members of the cytochrome P450 CYP6 family and their promoters in the cotton aphid Aphis gossypii by plant allelochemicals. Pest management science. 2019 Jan; 75(1):152-159. doi: 10.1002/ps.5081. [PMID: 29797492]
Li Xu, Dong-Zhi Li, Yuan-Yuan Luo, Jian-Ying Qin, Li-Hong Qiu. Identification of the 2-tridecanone cis-acting element in the promoter of cytochrome P450 CYP6B7 in Helicoverpa armigera. Insect science. 2018 Dec; 25(6):959-968. doi: 10.1111/1744-7917.12479. [PMID: 28497882]
Lei Zhang, Junping Gao, Xiwu Gao. Role for Transferrin in Triggering Apoptosis in Helicoverpa armigera Cells Treated with 2-Tridecanone. Journal of agricultural and food chemistry. 2018 Oct; 66(43):11426-11431. doi: 10.1021/acs.jafc.8b02505. [PMID: 30265533]
Isabel M López-Lara, Joaquina Nogales, Ángel Pech-Canul, Nieves Calatrava-Morales, Lydia M Bernabéu-Roda, Paloma Durán, Virginia Cuéllar, José Olivares, Laura Alvarez, Diana Palenzuela-Bretones, Manuel Romero, Stephan Heeb, Miguel Cámara, Otto Geiger, María J Soto. 2-Tridecanone impacts surface-associated bacterial behaviours and hinders plant-bacteria interactions. Environmental microbiology. 2018 06; 20(6):2049-2065. doi: 10.1111/1462-2920.14083. [PMID: 29488306]
Min Xiang, Lei Zhang, Yao Lu, Qiuling Tang, Pei Liang, Xueyan Shi, Dunlun Song, Xiwu Gao. A P-glycoprotein gene serves as a component of the protective mechanisms against 2-tridecanone and abamectin in Helicoverpa armigera. Gene. 2017 Sep; 627(?):63-71. doi: 10.1016/j.gene.2017.06.010. [PMID: 28600181]
Zhao-Qun Li, Peng He, Ya-Nan Zhang, Shuang-Lin Dong. Molecular and Functional Characterization of Three Odorant-Binding Protein from Periplaneta americana. PloS one. 2017; 12(1):e0170072. doi: 10.1371/journal.pone.0170072. [PMID: 28081263]
Vitaliy Kirillov, Tamara Stikhareva, Yerlan Suleimen, Mariya Serafimovich, Svetlana Kabanova, Bolat Mukanov. Chemical composition of the essential oil from carnation coniferous (Dianthus acicularis Fisch. ex Ledeb) growing wild in Northern Kazakhstan. Natural product research. 2017 Jan; 31(1):117-123. doi: 10.1080/14786419.2016.1214832. [PMID: 27465604]
Lei Zhang, Yao Lu, Min Xiang, Qingli Shang, Xiwu Gao. The retardant effect of 2-Tridecanone, mediated by Cytochrome P450, on the Development of Cotton bollworm, Helicoverpa armigera. BMC genomics. 2016 11; 17(1):954. doi: 10.1186/s12864-016-3277-y. [PMID: 27875986]
J Zhao, X N Liu, F Li, S Z Zhuang, L N Huang, J Ma, X W Gao. Yeast one-hybrid screening the potential regulator of CYP6B6 overexpression of Helicoverpa armigera under 2-tridecanone stress. Bulletin of entomological research. 2016 Apr; 106(2):182-90. doi: 10.1017/s0007485315000942. [PMID: 26696496]
Vishal Kumar, S G Eswara Reddy, Urvashi Chauhan, Neeraj Kumar, Bikram Singh. Chemical composition and larvicidal activity of Zanthoxylum armatum against diamondback moth, Plutella xylostella. Natural product research. 2016; 30(6):689-92. doi: 10.1080/14786419.2015.1036270. [PMID: 25920469]
Xin Chao Liu, Qiyong Liu, Xu Bo Chen, Ligang Zhou, Zhi Long Liu. Larvicidal activity of the essential oil from Tetradium glabrifolium fruits and its constituents against Aedes albopictus. Pest management science. 2015 Nov; 71(11):1582-6. doi: 10.1002/ps.3964. [PMID: 25504672]
L Zhang, Q Shang, Y Lu, Q Zhao, X Gao. A transferrin gene associated with development and 2-tridecanone tolerance in Helicoverpa armigera. Insect molecular biology. 2015 Apr; 24(2):155-66. doi: 10.1111/imb.12129. [PMID: 25430818]
F Li, X N Liu, Y Zhu, J Ma, N Liu, J H Yang. Identification of the 2-tridecanone responsive region in the promoter of cytochrome P450 CYP6B6 of the cotton bollworm, Helicoverpa armigera (Lepidoptera: Noctuidae). Bulletin of entomological research. 2014 Dec; 104(6):801-8. doi: 10.1017/s0007485314000698. [PMID: 25274456]
Adelene Ai Lian Song, Janna O Abdullah, Mohd Puad Abdullah, Norazizah Shafee, Raha A Rahim. Functional expression of an orchid fragrance gene in Lactococcus lactis. International journal of molecular sciences. 2012; 13(2):1582-1597. doi: 10.3390/ijms13021582. [PMID: 22408409]
Martin Pareja, Erika Qvarfordt, Ben Webster, Patrick Mayon, John Pickett, Michael Birkett, Robert Glinwood. Herbivory by a Phloem-feeding insect inhibits floral volatile production. PloS one. 2012; 7(2):e31971. doi: 10.1371/journal.pone.0031971. [PMID: 22384116]
Petra M Bleeker, Eleni A Spyropoulou, Paul J Diergaarde, Hanne Volpin, Michiel T J De Both, Philipp Zerbe, Joerg Bohlmann, Vasiliki Falara, Yuki Matsuba, Eran Pichersky, Michel A Haring, Robert C Schuurink. RNA-seq discovery, functional characterization, and comparison of sesquiterpene synthases from Solanum lycopersicum and Solanum habrochaites trichomes. Plant molecular biology. 2011 Nov; 77(4-5):323-36. doi: 10.1007/s11103-011-9813-x. [PMID: 21818683]
Fuyuan Jing, David C Cantu, Jarmila Tvaruzkova, Jay P Chipman, Basil J Nikolau, Marna D Yandeau-Nelson, Peter J Reilly. Phylogenetic and experimental characterization of an acyl-ACP thioesterase family reveals significant diversity in enzymatic specificity and activity. BMC biochemistry. 2011 Aug; 12(?):44. doi: 10.1186/1471-2091-12-44. [PMID: 21831316]
Nikoletta G Ntalli, Francesca Manconi, Marco Leonti, Andrea Maxia, Pierluigi Caboni. Aliphatic ketones from Ruta chalepensis (Rutaceae) induce paralysis on root knot nematodes. Journal of agricultural and food chemistry. 2011 Jul; 59(13):7098-103. doi: 10.1021/jf2013474. [PMID: 21631118]
N W Kimps, B W Bissinger, C S Apperson, D E Sonenshine, R M Roe. First report of the repellency of 2-tridecanone against ticks. Medical and veterinary entomology. 2011 Jun; 25(2):202-8. doi: 10.1111/j.1365-2915.2010.00918.x. [PMID: 21073492]
Deepa Bisht, Chandan S Chanotiya. 2-undecanone rich leaf essential oil from Zanthoxylum armatum. Natural product communications. 2011 Jan; 6(1):111-4. doi: . [PMID: 21366058]
Peng He, Jin Zhang, Nai-Yong Liu, Ya-Nan Zhang, Ke Yang, Shuang-Lin Dong. Distinct expression profiles and different functions of odorant binding proteins in Nilaparvata lugens Stål. PloS one. 2011; 6(12):e28921. doi: 10.1371/journal.pone.0028921. [PMID: 22174925]
Geng Yu, Thuong T H Nguyen, Yongxia Guo, Ines Schauvinhold, Michele E Auldridge, Nazmul Bhuiyan, Imri Ben-Israel, Yoko Iijima, Eyal Fridman, Joseph P Noel, Eran Pichersky. Enzymatic functions of wild tomato methylketone synthases 1 and 2. Plant physiology. 2010 Sep; 154(1):67-77. doi: 10.1104/pp.110.157073. [PMID: 20605911]
Jin-Ho Kang, Feng Shi, A Daniel Jones, M David Marks, Gregg A Howe. Distortion of trichome morphology by the hairless mutation of tomato affects leaf surface chemistry. Journal of experimental botany. 2010 Feb; 61(4):1053-64. doi: 10.1093/jxb/erp370. [PMID: 20018901]
Imri Ben-Israel, Geng Yu, Michael B Austin, Nazmul Bhuiyan, Michele Auldridge, Thuong Nguyen, Ines Schauvinhold, Joseph P Noel, Eran Pichersky, Eyal Fridman. Multiple biochemical and morphological factors underlie the production of methylketones in tomato trichomes. Plant physiology. 2009 Dec; 151(4):1952-64. doi: 10.1104/pp.109.146415. [PMID: 19801397]
Huguette Agnaniet, Thomas Makani, Raphaël Bikanga, Louis Clément Obame, Jacques Lebibi, Chantal Menut. Chemical composition and antimicrobial activity of the essential oils of leaves, roots and bark of Glossocalyx staudtii. Natural product communications. 2009 Aug; 4(8):1127-32. doi: ". [PMID: 19768998]
Yussef F B Braga, Thalles B Grangeiro, Eder A Freire, Helano L Lopes, José N S Bezerra, Manoel Andrade-Neto, Mary Anne S Lima. Insecticidal activity of 2-tridecanone against the cowpea weevil Callosobruchus maculatus (Coleoptera: Bruchidae). Anais da Academia Brasileira de Ciencias. 2007 Mar; 79(1):35-9. doi: 10.1590/s0001-37652007000100005. [PMID: 17401472]
George F Antonious, John C Snyder. Natural products: repellency and toxicity of wild tomato leaf extracts to the two-spotted spider mite, Tetranychus urticae Koch. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2006; 41(1):43-55. doi: 10.1080/03601230500234893. [PMID: 16393894]
George F Antonious, Tejinder S Kochhar, Alvin M Simmons. Natural products: seasonal variation in trichome counts and contents in Lycopersicum hirsutum f. glabratum. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2005; 40(4):619-31. doi: 10.1081/pfc-200061567. [PMID: 16047884]
María Rosario Ramírez, Mario Estévez, David Morcuende, Ramón Cava. Effect of the type of frying culinary fat on volatile compounds isolated in fried pork loin chops by using SPME-GC-MS. Journal of agricultural and food chemistry. 2004 Dec; 52(25):7637-43. doi: 10.1021/jf049207s. [PMID: 15675815]
G F Antonious. Persistence of 2-tridecanone on the leaves of seven vegetables. Bulletin of environmental contamination and toxicology. 2004 Dec; 73(6):1086-93. doi: 10.1007/s00128-004-0536-4. [PMID: 15674724]
Aijun Zhang, Paul S Robbins, Anne L Averill, Donald C Weber, Charles E Linn, Wendell L Roelofs, Michael G Villani. Identification of the female-produced sex pheromone of the scarab beetle, Hoplia equina. Journal of chemical ecology. 2003 Jul; 29(7):1635-42. doi: 10.1023/a:1024226931240. [PMID: 12921441]
Francisca S N Taveira, Eloisa H A Andrade, Waterloo N Lima, José G S Maia. Seasonal variation in the essential oil of Pilocarpus microphyllus Stapf. Anais da Academia Brasileira de Ciencias. 2003 Mar; 75(1):27-31. doi: 10.1590/s0001-37652003000100004. [PMID: 12715047]
G F Antonious. Production and quantification of methyl ketones in wild tomato accessions. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2001 Nov; 36(6):835-48. doi: 10.1081/pfc-100107416. [PMID: 11757742]
E A Chatzivasileiadis, J J Boon, M W Sabelis. Accumulation and turnover of 2-tridecanone in Tetranychus urticae and its consequences for resistance of wild and cultivated tomatoes. Experimental & applied acarology. 1999 Dec; 23(12):1011-21. doi: 10.1023/a:1006394109643. [PMID: 10737735]