Sorgoleone (BioDeep_00000618458)
代谢物信息卡片
2-hydroxy-5-methoxy-3-[(8E,11E)-pentadeca-8,11,14-trien-1-yl]cyclohexa-2,5-diene-1,4-dione
化学式: C22H30O4 (358.214398)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1(=O)C=C(OC)C(=O)C(CCCCCCC/C=C\C/C=C\CC=C)=C1O
InChI: InChI=1S/C22H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3/b6-5-,9-8-
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:61117
- PubChem: 6475682
- Metlin: METLIN89275
- ChEMBL: CHEMBL463021
- LipidMAPS: LMPK15050001
- CAS: 105018-76-6
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
- Saad Raza, Troy H Sievertsen, Sakiko Okumoto, Josh V Vermaas. Passive permeability controls synthesis for the allelochemical sorgoleone in sorghum root exudate.
Phytochemistry.
2024 Jan; 217(?):113891. doi:
10.1016/j.phytochem.2023.113891. [PMID: 37844789] - Bal Maharjan, Stanislav Vitha, Sakiko Okumoto. Developmental regulation and physical interaction among enzymes involved in sorgoleone biosynthesis.
The Plant journal : for cell and molecular biology.
2023 08; 115(3):820-832. doi:
10.1111/tpj.16263. [PMID: 37118879] - Zhiqiang Pan, Joanna Bajsa-Hirschel, Justin N Vaughn, Agnes M Rimando, Scott R Baerson, Stephen O Duke. In vivo assembly of the sorgoleone biosynthetic pathway and its impact on agroinfiltrated leaves of Nicotiana benthamiana.
The New phytologist.
2021 04; 230(2):683-697. doi:
10.1111/nph.17213. [PMID: 33460457] - Isabela Figueiredo de Oliveira, Maria Lúcia Ferreira Simeone, Cristiane Carvalho de Guimarães, Nathally Stefany Garcia, Robert Eugene Schaffert, Sylvia Morais de Sousa. Sorgoleone concentration influences mycorrhizal colonization in sorghum.
Mycorrhiza.
2021 Mar; 31(2):259-264. doi:
10.1007/s00572-020-01006-1. [PMID: 33200347] - Charity R Mareya, Fidele Tugizimana, Paul Steenkamp, Lizelle Piater, Ian A Dubery. Lipopolysaccharides trigger synthesis of the allelochemical sorgoleone in cell cultures of Sorghum bicolor.
Plant signaling & behavior.
2020 10; 15(10):1796340. doi:
10.1080/15592324.2020.1796340. [PMID: 32727268] - Thierry E Besançon, Franck E Dayan, Travis W Gannon, Wesley J Everman. Conservation and divergence in sorgoleone production of sorghum species.
Journal of environmental quality.
2020 Mar; 49(2):368-377. doi:
10.1002/jeq2.20038. [PMID: 33016416] - Zhiqiang Pan, Scott R Baerson, Mei Wang, Joanna Bajsa-Hirschel, Agnes M Rimando, Xiaoqiang Wang, N P Dhammika Nanayakkara, Brice P Noonan, Michael E Fromm, Franck E Dayan, Ikhlas A Khan, Stephen O Duke. A cytochrome P450 CYP71 enzyme expressed in Sorghum bicolor root hair cells participates in the biosynthesis of the benzoquinone allelochemical sorgoleone.
The New phytologist.
2018 04; 218(2):616-629. doi:
10.1111/nph.15037. [PMID: 29461628] - Md Romij Uddin, Sang Un Park, Franck E Dayan, Jong Yeong Pyon. Herbicidal activity of formulated sorgoleone, a natural product of sorghum root exudate.
Pest management science.
2014 Feb; 70(2):252-7. doi:
10.1002/ps.3550. [PMID: 23785031] - Md Romij Uddin, Aye Aye Thwe, Yeon Bok Kim, Woo Tae Park, Soo Cheon Chae, Sang Un Park. Effects of jasmonates on sorgoleone accumulation and expression of genes for sorgoleone biosynthesis in sorghum roots.
Journal of chemical ecology.
2013 Jun; 39(6):712-22. doi:
10.1007/s10886-013-0299-7. [PMID: 23702703] - Hyung-In Moon, Young-Choon Lee, Jai-Heon Lee. Isolated compounds from Sorghum bicolor L. inhibit the classical pathway of the complement.
Immunopharmacology and immunotoxicology.
2012 Apr; 34(2):299-302. doi:
10.3109/08923973.2011.602690. [PMID: 21854169] - Md Romij Uddin, Woo Tae Park, Yong Kyoung Kim, Jong Yeong Pyon, Sang-Un Park. Effects of auxins on sorgoleone accumulation and genes for sorgoleone biosynthesis in sorghum roots.
Journal of agricultural and food chemistry.
2011 Dec; 59(24):12948-53. doi:
10.1021/jf2024402. [PMID: 22087851] - Md Romij Uddin, Kee Woong Park, Yong Kyoung Kim, Sang Un Park, Jong Yeong Pyon. Enhancing sorgoleone levels in grain sorghum root exudates.
Journal of chemical ecology.
2010 Aug; 36(8):914-22. doi:
10.1007/s10886-010-9829-8. [PMID: 20614166] - Franck E Dayan, Agnes M Rimando, Zhiqiang Pan, Scott R Baerson, Anne Louise Gimsing, Stephen O Duke. Sorgoleone.
Phytochemistry.
2010 Jul; 71(10):1032-9. doi:
10.1016/j.phytochem.2010.03.011. [PMID: 20385394] - Kevin K Schrader. Plant Natural compounds with antibacterial activity towards common pathogens of pond-cultured channel catfish (Ictalurus punctatus).
Toxins.
2010 07; 2(7):1676-89. doi:
10.3390/toxins2071676. [PMID: 22069655] - Cassia S Mizuno, Agnes M Rimando, Stephen O Duke. Phytotoxic activity of quinones and resorcinolic lipid derivatives.
Journal of agricultural and food chemistry.
2010 Apr; 58(7):4353-5. doi:
10.1021/jf100108c. [PMID: 20232851] - Daniel Cook, Agnes M Rimando, Thomas E Clemente, Joachim Schröder, Franck E Dayan, N P Dhammika Nanayakkara, Zhiqiang Pan, Brice P Noonan, Mark Fishbein, Ikuro Abe, Stephen O Duke, Scott R Baerson. Alkylresorcinol synthases expressed in Sorghum bicolor root hairs play an essential role in the biosynthesis of the allelopathic benzoquinone sorgoleone.
The Plant cell.
2010 Mar; 22(3):867-87. doi:
10.1105/tpc.109.072397. [PMID: 20348430] - Anne Louise Gimsing, Jacob Baelum, Franck E Dayan, Martin A Locke, Lisbeth Hanefeld Sejerø, Carsten Suhr Jacobsen. Mineralization of the allelochemical sorgoleone in soil.
Chemosphere.
2009 Aug; 76(8):1041-7. doi:
10.1016/j.chemosphere.2009.04.048. [PMID: 19493559] - Franck E Dayan, J'Lynn Howell, Jeffrey D Weidenhamer. Dynamic root exudation of sorgoleone and its in planta mechanism of action.
Journal of experimental botany.
2009; 60(7):2107-17. doi:
10.1093/jxb/erp082. [PMID: 19357432] - Scott R Baerson, Franck E Dayan, Agnes M Rimando, N P Dhammika Nanayakkara, Chang-Jun Liu, Joachim Schröder, Mark Fishbein, Zhiqiang Pan, Isabelle A Kagan, Lee H Pratt, Marie-Michèle Cordonnier-Pratt, Stephen O Duke. A functional genomics investigation of allelochemical biosynthesis in Sorghum bicolor root hairs.
The Journal of biological chemistry.
2008 Feb; 283(6):3231-3247. doi:
10.1074/jbc.m706587200. [PMID: 17998204] - Zhiqiang Pan, Agnes M Rimando, Scott R Baerson, Mark Fishbein, Stephen O Duke. Functional characterization of desaturases involved in the formation of the terminal double bond of an unusual 16:3Delta(9,12,150) fatty acid isolated from Sorghum bicolor root hairs.
The Journal of biological chemistry.
2007 Feb; 282(7):4326-4335. doi:
10.1074/jbc.m606343200. [PMID: 17178719] - Franck E Dayan. Factors modulating the levels of the allelochemical sorgoleone in Sorghum bicolor.
Planta.
2006 Jul; 224(2):339-46. doi:
10.1007/s00425-005-0217-5. [PMID: 16402225] - Ben Field, Ferenc Jordán, Anne Osbourn. First encounters--deployment of defence-related natural products by plants.
The New phytologist.
2006; 172(2):193-207. doi:
10.1111/j.1469-8137.2006.01863.x. [PMID: 16995908] - N Williams. Root master.
Current biology : CB.
2005 Jun; 15(11):R401. doi:
10.1016/j.cub.2005.05.038. [PMID: 16007743] - Jeffrey D Weidenhamer. Biomimetic measurement of allelochemical dynamics in the rhizosphere.
Journal of chemical ecology.
2005 Feb; 31(2):221-36. doi:
10.1007/s10886-005-1337-x. [PMID: 15856780] - Angela M Hejli, Karen L Koster. The allelochemical sorgoleone inhibits root H+-ATPase and water uptake.
Journal of chemical ecology.
2004 Nov; 30(11):2181-91. doi:
10.1023/b:joec.0000048782.87862.7f. [PMID: 15672664] - Xiaohan Yang, Thomas G Owens, Brian E Scheffler, Leslie A Weston. Manipulation of root hair development and sorgoleone production in sorghum seedlings.
Journal of chemical ecology.
2004 Jan; 30(1):199-213. doi:
10.1023/b:joec.0000013191.35181.03. [PMID: 15074666] - Isabelle A Kagan, Agnes M Rimando, Franck E Dayan. Chromatographic separation and in vitro activity of sorgoleone congeners from the roots of sorghum bicolor.
Journal of agricultural and food chemistry.
2003 Dec; 51(26):7589-95. doi:
10.1021/jf034789j. [PMID: 14664512] - Franck E Dayan, Isabelle A Kagan, Agnes M Rimando. Elucidation of the biosynthetic pathway of the allelochemical sorgoleone using retrobiosynthetic NMR analysis.
The Journal of biological chemistry.
2003 Aug; 278(31):28607-11. doi:
10.1074/jbc.m304185200. [PMID: 12771136] - Agnes M Rimando, Franck E Dayan, Jens C Streibig. PSII inhibitory activity of resorcinolic lipids from Sorghum bicolor.
Journal of natural products.
2003 Jan; 66(1):42-5. doi:
10.1021/np0203842. [PMID: 12542343]