| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| G107688-20g |
20g |
现货  |
|
| 别名 | 克胺 | 格胺 | 禾草碱 | 3-(二甲氨基甲基)吲哚 | 3-二甲胺基甲基吲哚 |
|---|---|
| 英文别名 | A842252 | BRD-K26005076-001-03-7 | BSPBio_000598 | NCGC00016343-03 | TNP00029 | CAS-87-52-5 | FGQ8A78L14 | SCHEMBL63578 | AI3-52146 | Z56917380 | Gramin | MLS002153919 | [(1H-indol-3-yl)methyl]dimethylamine | EN300-05999 | HY-N0166 | Donaxine | N,N-Dimeth |
| 规格或纯度 | Moligand™, ≥98% |
| 英文名称 | Gramine |
| 储存温度 | 避光,充氩 |
| 运输条件 | 常规运输 |
| 产品介绍 |
溶于醇、醚、氯仿，微溶于冷丙酮，几乎不溶于水和石油醚。该品是合成色氨酸的中间体。 |
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| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| EC号 | 201-749-8 |
|---|---|
| 分子类型 | 小分子 |
| IUPAC Name | 1-(1H-indol-3-yl)-N,N-dimethylmethanamine |
| INCHI | InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3 |
| InChi Key | OCDGBSUVYYVKQZ-UHFFFAOYSA-N |
| Canonical SMILES | CN(C)CC1=CNC2=CC=CC=C21 |
| Isomeric SMILES | CN(C)CC1=CNC2=CC=CC=C21 |
| WGK Germany | 3 |
| RTECS | NL7525000 |
| PubChem CID | 6890 |
| 分子量 | 174.24 |
| Beilstein号 | 140521 |
| 密度 | 0.7692 |
|---|---|
| 敏感性 | 对光敏感；对空气敏感 |
| 闪点(℉) | 167℃ |
| 闪点(℃) | 167℃ |
| 熔点 | 132-134°C |
| 分子量 | 174.240 g/mol |
| XLogP3 | 1.800 |
| 氢键供体数Hydrogen Bond Donor Count | 1 |
| 氢键受体数Hydrogen Bond Acceptor Count | 1 |
| 可旋转键计数Rotatable Bond Count | 2 |
| 精确质量Exact Mass | 174.116 Da |
| 单同位素质量Monoisotopic Mass | 174.116 Da |
| 拓扑极表面积Topological Polar Surface Area | 19.000 Ų |
| 重原子数Heavy Atom Count | 13 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 167.000 |
| 同位素原子数Isotope Atom Count | 0 |
| 定义的原子立体中心计数Defined Atom Stereocenter Count | 0 |
| 未定义的原子立体中心计数Undefined Atom Stereocenter Count | 0 |
| 定义的键立体中心计数Defined Bond Stereocenter Count | 0 |
| 未定义的键立体中心计数Undefined Bond Stereocenter Count | 0 |
| 所有立体化学键的总数The total count of all stereochemical bonds | 0 |
| 共价键合单元计数Covalently-Bonded Unit Count | 1 |
| 象形图 | GHS05 |
|---|---|
| 信号词 | Danger |
| 危险声明 |
H314: 造成严重的皮肤灼伤和眼睛损伤 H318: 造成严重的眼睛损伤 |
| 预防措施声明 |
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P321: 特殊处理（请参阅此标签上的...）。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。 P301+P330+P331: 如误吞咽：漱口。不要诱导呕吐。 P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。 P363: 再次使用之前，请清洗受污染的衣物。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P305+P354+P338: 如果进入眼睛：立即用水冲洗几分钟。取下隐形眼镜（如果有的话），并且操作简单。继续冲洗。 P317: 寻求紧急医疗救助。 P302+P361+P354: 如果接触皮肤：立即脱掉所有被污染的衣服。立即用水冲洗几分钟。 P316: 立即寻求紧急医疗救助。 |
| WGK Germany | 3 |
| RTECS | NL7525000 |
| Merck Index | 4533 |
| Purity(NonaqueousTitration) | 98.5-101.5（%） |
|---|---|
| Purity(HPLC) | 98-100（%） |
| Melting point | 131-134（℃） |
| Carbon by Elemental Analysis | 74.7-77（%） |
| Nitrogen by Elemental Analysis | 15.8-16.3（%） |
| Appearance（G107688) | White to off-white powder, needles and/or Chunks |
| Infrared spectrum | Conforms to Structure |
| Solubility in MeOH | almost transparency |
| 1. Gen-Qiang Chen, Yan-Fei Xia, Jin-Ming Yang, Zhi-Ping Che, Di Sun, Shen Li, Yue-E Tian, Sheng-Ming Liu, Jia Jiang, Xiao-Min Lin. (2020) Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, [PMID:31773971] [10.1080/10286020.2019.1694513] |
| 2. Zhang Chunhua, Wu Huiqin, Huang Xiaolan, Zhu Zhixin, Luo Huitai, Huang Fang, Lin Xiaoshan. (2012) Simultaneous Determination of Toxic Alkaloids in Blood and Urine by HPLC–ESI–MS/MS. CHROMATOGRAPHIA, 75 (9): (499-511). [10.1007/s10337-012-2216-6] |
| 1. J Sartorius,H J Schneider. (1995-11-06) NMR-titrations with complexes between ds-DNA and indole derivatives including tryptophane containing peptides.. FEBS letters, 374 ((3)): (387-392). [PMID:7589577] |
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| 4. H Matsuo,K Taniguchi,T Hiramoto,T Yamada,Y Ichinose,K Toyoda,K Takeda,T Shiraishi. (2001-10-24) Gramine increase associated with rapid and transient systemic resistance in barley seedlings induced by mechanical and biological stresses.. Plant & cell physiology, 42 ((10)): (1103-1111). [PMID:11673626] |
| 5. Timothy Niacaris,Leon Avery. (2002-12-13) Serotonin regulates repolarization of the C. elegans pharyngeal muscle.. The Journal of experimental biology, 206 ((Pt 2)): (223-231). [PMID:12477893] |
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| 7. Kristina A E Larsson,Ingvor Zetterlund,Gabriele Delp,Lisbeth M V Jonsson. (2006-08-26) N-Methyltransferase involved in gramine biosynthesis in barley: cloning and characterization.. Phytochemistry, 67 ((18)): (2002-2008). [PMID:16930646] |
| 8. Gabriela de la Herran,Amaya Segura,Aurelio G Csákÿ. (2007-02-20) Benzylic substitution of gramines with boronic acids and rhodium or iridium catalysts.. Organic letters, 9 ((6)): (961-964). [PMID:17305348] |
| 9. Qing-Nian Cai,Ying Han,Ya-Zhong Cao,Yuan Hu,Xin Zhao,Jian-Long Bi. (2009-02-19) Detoxification of gramine by the cereal aphid Sitobion avenae.. Journal of chemical ecology, 35 ((3)): (320-325). [PMID:19224277] |
| 10. Kristina A E Larsson,Sefiu A Saheed,Therese Gradin,Gabriele Delp,Barbara Karpinska,Christiaan E J Botha,Lisbeth M V Jonsson. (2010-11-16) Differential regulation of 3-aminomethylindole/N-methyl-3-aminomethylindole N-methyltransferase and gramine in barley by both biotic and abiotic stress conditions.. Plant physiology and biochemistry : PPB, 49 ((1)): (96-102). [PMID:21074448] |
| 11. S Kirsten,S Siersleben,W Knogge. (2011-04-19) A GFP-based assay to quantify the impact of effectors on the ex planta development of the slowly growing barley pathogen Rhynchosporium commune.. Mycologia, 103 ((5)): (1019-1027). [PMID:21498556] |
| 12. Jacob Owens,Frederick D Provenza,Randall D Wiedmeier,Juan J Villalba. (2012-03-21) Influence of saponins and tannins on intake and nutrient digestion of alkaloid-containing foods.. Journal of the science of food and agriculture, 92 ((11)): (2373-2378). [PMID:22430569] |
| 13. Katarzyna M Romek,Pierrick Nun,Gérald S Remaud,Virginie Silvestre,Germain Sotoing Taïwe,Florine Lecerf-Schmidt,Ahcène Boumendjel,Michel De Waard,Richard J Robins. (2015-06-25) A retro-biosynthetic approach to the prediction of biosynthetic pathways from position-specific isotope analysis as shown for tramadol.. Proceedings of the National Academy of Sciences of the United States of America, 112 ((27)): (8296-8301). [PMID:26106160] |
| 14. Manash Pratim Pathak,Rudragoud S Policegoudra,Danswrang Goyary,Aparoop Das,Santa Mandal,Srijita Chakraborti,Nilutpal Sharma Bora,Johirul Islam,Pompy Patowary,P Srinivas Raju,Pronobesh Chattopadhyay. (2017-05-20) Safety evaluation of an oat grain alkaloid gramine by genotoxicity assays.. Drug and chemical toxicology, 41 ((2)): (147-154). [PMID:28523965] |
| 15. Jonathan J Powell,Jason Carere,Gaurav Sablok,Timothy L Fitzgerald,Jiri Stiller,Michelle L Colgrave,Donald M Gardiner,John M Manners,John P Vogel,Robert J Henry,Kemal Kazan. (2017-12-10) Transcriptome analysis of Brachypodium during fungal pathogen infection reveals both shared and distinct defense responses with wheat.. Scientific reports, 7 ((1)): (17212-17212). [PMID:29222453] |
| 16. Reynaldo Patiño,Rakib H Rashel,Amede Rubio,Scott Longing. (2018-01-08) Growth-suppressing and algicidal properties of an extract from Arundo donax, an invasive riparian plant, against Prymnesium parvum, an invasive harmful alga.. Harmful algae, 71 (1-9). [PMID:29306391] |
| 17. Miho Chikazawa,Ryuichiro Sato. (2018-03-02) Identification of Functional Food Factors as β2-Adrenergic Receptor Agonists and Their Potential Roles in Skeletal Muscle.. Journal of nutritional science and vitaminology, 64 ((1)): (68-74). [PMID:29491275] |
| 18. Juan Xu,Huan He,Lian-Jiao Zhou,Yu-Zhu Liu,Dong-Wei Li,Feng-Lei Jiang,Yi Liu. (2018-05-31) Pyridinium and indole orientation determines the mitochondrial uncoupling and anti-cancer efficiency of F16.. European journal of medicinal chemistry, 154 (305-313). [PMID:29843101] |
| 19. Shi Chen,Mohammed Esmail Abdalla Elzaki,Chaohui Ding,Zheng-Fang Li,Jie Wang,Ren-Sen Zeng,Yuan-Yuan Song. (2019-02-16) Plant allelochemicals affect tolerance of polyphagous lepidopteran pest Helicoverpa armigera (Hübner) against insecticides.. Pesticide biochemistry and physiology, 154 (32-38). [PMID:30765054] |
| 20. Thomas Baldwin,Suzette Baldwin,Kathy Klos,Phil Bregitzer,Juliet Marshall. (2019-07-13) Deletion of the benzoxazinoid detoxification gene NAT1 in Fusarium graminearum reduces deoxynivalenol in spring wheat.. PloS one, 14 ((7)): (e0214230-e0214230). [PMID:31299046] |
| 21. Roshan Ali,Yuannian Jiao,P Kerr Wall,Simon G Patching,Irshad Ahmad,Ghosia Lutfulla,Claude W dePamphilis. (2020-01-28) In silico identification and structure function analysis of a putative coclaurine N-methyltransferase from Aristolochia fimbriata.. Computational biology and chemistry, 85 (107201-107201). [PMID:31986303] |
| 22. Kathryn L Linge, Ina Kristiana, Deborah Liew, Adam Holman, Cynthia A Joll,. (2020-03-10) Halogenated semivolatile acetonitriles as chloramination disinfection by-products in water treatment: a new formation pathway from activated aromatic compounds.. Environmental science. Processes & impacts, 22 ((3)): ( 653-662 ). [PMID:32150177] |
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| 24. N Nakahata,Y Harada,M Tsuji,K Kon-ya,Y Shizuri,Y Ohizumi. (1999-10-21) Structure-activity relationship of gramine derivatives in Ca(2+) release from sarcoplasmic reticulum.. European journal of pharmacology, 382 ((2)): (129-132). [PMID:10528147] |
| 25. S Iwata,S Saito,K Kon-ya,Y Shizuri,Y Ohizumi. (2001-12-06) Novel marine-derived halogen-containing gramine analogues induce vasorelaxation in isolated rat aorta.. European journal of pharmacology, 432 ((1)): (63-70). [PMID:11734189] |
| 26. Brian Chauder,Andrew Larkin,Victor Snieckus. (2002-03-01) Rapid route to 3,4-substituted indoles via a directed ortho metalation-retro-Mannich sequence.. Organic letters, 4 ((5)): (815-817). [PMID:11869135] |
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| 28. B Pastuszewska,A Ochtabińska,R Lechowski. (2002-03-21) Response of animals to dietary gramine. II. Effects of feeding high-gramine yellow lupin seeds on reproductive performance of rats and on selected hematological and biochemical parameters in offspring.. Archiv fur Tierernahrung, 55 ((1)): (17-24). [PMID:11901977] |
| 29. P Mayser,A Töws,H-J Krämer,R Weiss. (2004-03-05) Further characterization of pigment-producing Malassezia strains.. Mycoses, 47 ((1-2)): (34-39). [PMID:14998397] |
| 30. Guglielmina Froldi,Barbara Silvestrin,Paola Dorigo,Laura Caparrotta. (2004-04-20) Gramine: a vasorelaxing alkaloid acting on 5-HT(2A) receptors.. Planta medica, 70 ((4)): (373-375). [PMID:15095157] |
| 31. Sebastian Grün,Monika Frey,Alfons Gierl. (2005-05-24) Evolution of the indole alkaloid biosynthesis in the genus Hordeum: distribution of gramine and DIBOA and isolation of the benzoxazinoid biosynthesis genes from Hordeum lechleri.. Phytochemistry, 66 ((11)): (1264-1272). [PMID:15907959] |
| 32. Ramón Aguiar,Michael Wink. (2005-08-30) Do naïve ruminants degrade alkaloids in the rumen?. Journal of chemical ecology, 31 ((4)): (761-787). [PMID:16124250] |
| 33. Yu Hong,Hong-Ying Hu,Xing Xie,Akiyoshi Sakoda,Masaki Sagehashi,Feng-Min Li. (2009-01-10) Gramine-induced growth inhibition, oxidative damage and antioxidant responses in freshwater cyanobacterium Microcystis aeruginosa.. Aquatic toxicology (Amsterdam, Netherlands), 91 ((3)): (262-269). [PMID:19131120] |
| 34. Shaoyong Ke,Liqiao Shi,Xiufang Cao,Qingyu Yang,Ying Liang,Ziwen Yang. (2012-06-01) Heterocycle-functional gramine analogues: solvent- and catalyst-free synthesis and their inhibition activities against cell proliferation.. European journal of medicinal chemistry, 54 (248-254). [PMID:22647218] |
| 35. Yu Kokubo,Miho Nishizaka,Naoki Ube,Yukinori Yabuta,Shin-Ichi Tebayashi,Kotomi Ueno,Shin Taketa,Atsushi Ishihara. (2016-11-18) Distribution of the tryptophan pathway-derived defensive secondary metabolites gramine and benzoxazinones in Poaceae.. Bioscience, biotechnology, and biochemistry, 81 ((3)): (431-440). [PMID:27854190] |
| 36. Arunkumar Ramu,Suresh Kathiresan,Bakrudeen Ali Ahmed. (2017-09-10) Gramine inhibits angiogenesis and induces apoptosis via modulation of TGF-β signalling in 7,12 dimethylbenz[a]anthracene (DMBA) induced hamster buccal pouch carcinoma.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 33 (69-76). [PMID:28887922] |
| 37. Simon Lebecque,Jean-Marc Crowet,Laurence Lins,Benjamin M Delory,Patrick du Jardin,Marie-Laure Fauconnier,Magali Deleu. (2018-06-30) Interaction between the barley allelochemical compounds gramine and hordenine and artificial lipid bilayers mimicking the plant plasma membrane.. Scientific reports, 8 ((1)): (9784-9784). [PMID:29955111] |
| 38. Gen-Qiang Chen, Yan-Fei Xia, Jin-Ming Yang, Zhi-Ping Che, Di Sun, Shen Li, Yue-E Tian, Sheng-Ming Liu, Jia Jiang, Xiao-Min Lin. (2020) Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, [PMID:31773971] [10.1080/10286020.2019.1694513] |
| 39. Zhang Chunhua, Wu Huiqin, Huang Xiaolan, Zhu Zhixin, Luo Huitai, Huang Fang, Lin Xiaoshan. (2012) Simultaneous Determination of Toxic Alkaloids in Blood and Urine by HPLC–ESI–MS/MS. CHROMATOGRAPHIA, 75 (9): (499-511). [10.1007/s10337-012-2216-6] |
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