Orobanchol (BioDeep_00000231259)
Secondary id: BioDeep_00000849538
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C19H22O6 (346.1416)
中文名称:
谱图信息:
最多检出来源 Viridiplantae(plant) 100%
分子结构信息
SMILES: CC1=CC(OC1=O)OC=C2C3C(C4=C(C3OC2=O)C(CCC4)(C)C)O
InChI: InChI=1S/C19H22O6/c1-9-7-12(24-17(9)21)23-8-11-13-15(20)10-5-4-6-19(2,3)14(10)16(13)25-18(11)22/h7-8,12-13,15-16,20H,4-6H2,1-3H3/b11-8+/t12-,13+,15-,16+/m1/s1
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:195254
- PubChem: 10665247
- PubChem: 5252524
- ChEMBL: CHEMBL2270919
- KNApSAcK: C00037587
- CAS: 220493-65-2
- MoNA: PM016501
- PMhub: MS000010823
- MetaboLights: MTBLC195254
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)
4 个相关的物种来源信息
- 4006 - Linum usitatissimum: 10.1271/BBB.90021
- 36748 - Orobanche minor: 10.1016/S0040-4039(98)02495-2
- 3888 - Pisum sativum: 10.1016/J.PHYTOCHEM.2008.12.013
- 57577 - Trifolium pratense:
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 |
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文献列表
- Amal Boukteb, Kazuki Sato, Pamela Gan, Mohamed Kharrat, Hanen Sakouhi, Arisa Shibata, Ken Shirasu, Yasunori Ichihashi, Mariem Bouhadida. Global changes in gene expression during compatible and incompatible interactions of faba bean (Vicia faba L.) during Orobanche foetida parasitism.
PloS one.
2024; 19(4):e0301981. doi:
10.1371/journal.pone.0301981
. [PMID: 38626155] - Guan-Ting Erica Chen, Jian You Wang, Cristina Votta, Justine Braguy, Muhammad Jamil, Gwendolyn K Kirschner, Valentina Fiorilli, Lamis Berqdar, Aparna Balakrishna, Ikram Blilou, Luisa Lanfranco, Salim Al-Babili. Disruption of the rice 4-DEOXYOROBANCHOL HYDROXYLASE unravels specific functions of canonical strigolactones.
Proceedings of the National Academy of Sciences of the United States of America.
2023 10; 120(42):e2306263120. doi:
10.1073/pnas.2306263120
. [PMID: 37819983] - Sheng Wu, Anqi Zhou, Kozue Hiugano, Akiyoshi Yoda, Xiaonan Xie, Kenji Yamane, Kenji Miura, Takahito Nomura, Yanran Li. Identification of a Prunus MAX1 homolog as a unique strigol synthase.
The New phytologist.
2023 Jun; ?(?):. doi:
10.1111/nph.19052
. [PMID: 37292030] - Yanting Wang, Janani Durairaj, Hernando G Suárez Duran, Robin van Velzen, Kristyna Flokova, Che-Yang Liao, Aleksandra Chojnacka, Stuart MacFarlane, M Eric Schranz, Marnix H Medema, Aalt D J van Dijk, Lemeng Dong, Harro J Bouwmeester. The tomato cytochrome P450 CYP712G1 catalyses the double oxidation of orobanchol en route to the rhizosphere signalling strigolactone, solanacol.
The New phytologist.
2022 09; 235(5):1884-1899. doi:
10.1111/nph.18272
. [PMID: 35612785] - Rebecca J Chesterfield, Jason H Whitfield, Benjamin Pouvreau, Da Cao, Kirill Alexandrov, Christine A Beveridge, Claudia E Vickers. Rational Design of Novel Fluorescent Enzyme Biosensors for Direct Detection of Strigolactones.
ACS synthetic biology.
2020 08; 9(8):2107-2118. doi:
10.1021/acssynbio.0c00192
. [PMID: 32786922] - Takatoshi Wakabayashi, Kasumi Shida, Yurie Kitano, Hirosato Takikawa, Masaharu Mizutani, Yukihiro Sugimoto. CYP722C from Gossypium arboreum catalyzes the conversion of carlactonoic acid to 5-deoxystrigol.
Planta.
2020 Apr; 251(5):97. doi:
10.1007/s00425-020-03390-6
. [PMID: 32306106] - Shoko Hasegawa, Takuya Tsutsumi, Shunsuke Fukushima, Yoshihiro Okabe, Junna Saito, Mina Katayama, Masato Shindo, Yusuke Yamada, Koichiro Shimomura, Kaori Yoneyama, Kohki Akiyama, Koh Aoki, Tohru Ariizumi, Hiroshi Ezura, Shinjiro Yamaguchi, Mikihisa Umehara. Low Infection of Phelipanche aegyptiaca in Micro-Tom Mutants Deficient in CAROTENOIDCLEAVAGE DIOXYGENASE 8.
International journal of molecular sciences.
2018 Sep; 19(9):. doi:
10.3390/ijms19092645
. [PMID: 30200620] - Yanxia Zhang, Xi Cheng, Yanting Wang, Carmen Díez-Simón, Kristyna Flokova, Andrea Bimbo, Harro J Bouwmeester, Carolien Ruyter-Spira. The tomato MAX1 homolog, SlMAX1, is involved in the biosynthesis of tomato strigolactones from carlactone.
The New phytologist.
2018 07; 219(1):297-309. doi:
10.1111/nph.15131
. [PMID: 29655242] - Kaori Yoneyama, Narumi Mori, Tomoyasu Sato, Akiyoshi Yoda, Xiaonan Xie, Masanori Okamoto, Masashi Iwanaga, Toshiyuki Ohnishi, Hisashi Nishiwaki, Tadao Asami, Takao Yokota, Kohki Akiyama, Koichi Yoneyama, Takahito Nomura. Conversion of carlactone to carlactonoic acid is a conserved function of MAX1 homologs in strigolactone biosynthesis.
The New phytologist.
2018 06; 218(4):1522-1533. doi:
10.1111/nph.15055
. [PMID: 29479714] - Nasreldin Mohemed, Tatsiana Charnikhova, Evert J Bakker, Aad van Ast, Abdelgabar Gt Babiker, Harro J Bouwmeester. Evaluation of field resistance to Striga hermonthica (Del.) Benth. in Sorghum bicolor (L.) Moench. The relationship with strigolactones.
Pest management science.
2016 Nov; 72(11):2082-2090. doi:
10.1002/ps.4426
. [PMID: 27611187] - Tamami Tokunaga, Hideo Hayashi, Kohki Akiyama. Medicaol, a strigolactone identified as a putative didehydro-orobanchol isomer, from Medicago truncatula.
Phytochemistry.
2015 Mar; 111(?):91-7. doi:
10.1016/j.phytochem.2014.12.024
. [PMID: 25593009] - Niharika Bharti, Smita Tripathi, Satish Chander Bhatla. Photomodulation of strigolactone biosynthesis and accumulation during sunflower seedling growth.
Plant signaling & behavior.
2015; 10(8):e1049792. doi:
10.1080/15592324.2015.1049792
. [PMID: 26252191] - Yanxia Zhang, Aalt D J van Dijk, Adrian Scaffidi, Gavin R Flematti, Manuel Hofmann, Tatsiana Charnikhova, Francel Verstappen, Jo Hepworth, Sander van der Krol, Ottoline Leyser, Steven M Smith, Binne Zwanenburg, Salim Al-Babili, Carolien Ruyter-Spira, Harro J Bouwmeester. Rice cytochrome P450 MAX1 homologs catalyze distinct steps in strigolactone biosynthesis.
Nature chemical biology.
2014 Dec; 10(12):1028-33. doi:
10.1038/nchembio.1660
. [PMID: 25344813] - Stefania A Pasare, Laurence J M Ducreux, Wayne L Morris, Raymond Campbell, Sanjeev K Sharma, Efstathios Roumeliotis, Wouter Kohlen, Sander van der Krol, Peter M Bramley, Alison G Roberts, Paul D Fraser, Mark A Taylor. The role of the potato (Solanum tuberosum) CCD8 gene in stolon and tuber development.
The New phytologist.
2013 Jun; 198(4):1108-1120. doi:
10.1111/nph.12217
. [PMID: 23496288] - Xiaonan Xie, Kaori Yoneyama, Takaya Kisugi, Kenichi Uchida, Seisuke Ito, Kohki Akiyama, Hideo Hayashi, Takao Yokota, Takahito Nomura, Koichi Yoneyama. Confirming stereochemical structures of strigolactones produced by rice and tobacco.
Molecular plant.
2013 Jan; 6(1):153-63. doi:
10.1093/mp/sss139
. [PMID: 23204500] - Wouter Kohlen, Tatsiana Charnikhova, Ralph Bours, Juan A López-Ráez, Harro Bouwmeester. Tomato strigolactones: a more detailed look.
Plant signaling & behavior.
2013 Jan; 8(1):e22785. doi:
10.4161/psb.22785
. [PMID: 23221743] - Tobias Kretzschmar, Wouter Kohlen, Joelle Sasse, Lorenzo Borghi, Markus Schlegel, Julien B Bachelier, Didier Reinhardt, Ralph Bours, Harro J Bouwmeester, Enrico Martinoia. A petunia ABC protein controls strigolactone-dependent symbiotic signalling and branching.
Nature.
2012 Mar; 483(7389):341-4. doi:
10.1038/nature10873
. [PMID: 22398443] - Kotomi Ueno, Saki Nomura, Satoru Muranaka, Masaharu Mizutani, Hirosato Takikawa, Yukihiro Sugimoto. Ent-2'-epi-Orobanchol and its acetate, as germination stimulants for Striga gesnerioides seeds isolated from cowpea and red clover.
Journal of agricultural and food chemistry.
2011 Oct; 59(19):10485-90. doi:
10.1021/jf2024193
. [PMID: 21899364] - Heetika Malik, Wouter Kohlen, Muhammad Jamil, Floris P J T Rutjes, Binne Zwanenburg. Aromatic A-ring analogues of orobanchol, new germination stimulants for seeds of parasitic weeds.
Organic & biomolecular chemistry.
2011 Apr; 9(7):2286-93. doi:
10.1039/c0ob00735h
. [PMID: 21321762] - Wouter Kohlen, Tatsiana Charnikhova, Qing Liu, Ralph Bours, Malgorzata A Domagalska, Sebastien Beguerie, Francel Verstappen, Ottoline Leyser, Harro Bouwmeester, Carolien Ruyter-Spira. Strigolactones are transported through the xylem and play a key role in shoot architectural response to phosphate deficiency in nonarbuscular mycorrhizal host Arabidopsis.
Plant physiology.
2011 Feb; 155(2):974-87. doi:
10.1104/pp.110.164640
. [PMID: 21119045] - Evgenia Dor, Koichi Yoneyama, Smadar Wininger, Yoram Kapulnik, Kaori Yoneyama, Hinanit Koltai, Xiaonan Xie, Joseph Hershenhorn. Strigolactone deficiency confers resistance in tomato line SL-ORT1 to the parasitic weeds Phelipanche and Orobanche spp.
Phytopathology.
2011 Feb; 101(2):213-22. doi:
10.1094/phyto-07-10-0184
. [PMID: 20942651] - Yuichiro Tsuchiya, Danielle Vidaurre, Shigeo Toh, Atsushi Hanada, Eiji Nambara, Yuji Kamiya, Shinjiro Yamaguchi, Peter McCourt. A small-molecule screen identifies new functions for the plant hormone strigolactone.
Nature chemical biology.
2010 Oct; 6(10):741-9. doi:
10.1038/nchembio.435
. [PMID: 20818397] - Xiaonan Xie, Dai Kusumoto, Yasutomo Takeuchi, Kaori Yoneyama, Yoichi Yamada, Koichi Yoneyama. 2'-epi-orobanchol and solanacol, two unique strigolactones, germination stimulants for root parasitic weeds, produced by tobacco.
Journal of agricultural and food chemistry.
2007 Oct; 55(20):8067-72. doi:
10.1021/jf0715121
. [PMID: 17803261] - Kaori Yoneyama, Koichi Yoneyama, Yasutomo Takeuchi, Hitoshi Sekimoto. Phosphorus deficiency in red clover promotes exudation of orobanchol, the signal for mycorrhizal symbionts and germination stimulant for root parasites.
Planta.
2007 Mar; 225(4):1031-8. doi:
10.1007/s00425-006-0410-1
. [PMID: 17260144] - Daisuke Sato, Ayman A Awad, Sang Heon Chae, Takao Yokota, Yukihiro Sugimoto, Yasutomo Takeuchi, Koichi Yoneyama. Analysis of strigolactones, germination stimulants for striga and orobanche, by high-performance liquid chromatography/tandem mass spectrometry.
Journal of agricultural and food chemistry.
2003 Feb; 51(5):1162-8. doi:
10.1021/jf025997z
. [PMID: 12590450]