Determine the necessary mass, volume, or concentration for preparing a solution.
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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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M118674-5g
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5g |
10
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$9.90
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M118674-25g
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25g |
4
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$24.90
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M118674-100g
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100g |
4
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$79.90
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M118674-500g
|
500g |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$260.90
|
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Endogenous hormone; agonist at MT 1 and MT 2 receptors
| Synonyms | N-Acetyl-5-methoxytryptamine |
|---|---|
| Specifications & Purity | Moligand™, ≥98% |
| Biochemical and Physiological Mechanisms | Hormone; mediates photoperiodicity in mammals; inhibits cerebellar nitric oxide synthetase; peroxynitrite scavenger. Melatonin has complex effects on apoptotic pathways, inhibiting apoptosis in immune cells and neurons but enhancing apoptotic cell death o |
| Storage Temp | Store at -20°C,Argon charged |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Action Type | AGONIST, ANTAGONIST |
| Mechanism of action | Antagonist of 5-HT 2B receptor;Agonist of MT 1 receptor;Agonist of MT 2 receptor |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
Melatonin (N-acetyl-5-methoxytryptamine) is synthesized from an essential amino acid tryptophan. It is a pineal gland neurohormone. Direct, non-receptor-mediated free radical scavenging activity induced by melatonin, makes it unique from other classic hormones. Melatonin is expressed in variety of organisms such as bacteria, algae, fungi, plants, insects, and vertebrates including humans. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Indoles and derivatives |
| Subclass | Indoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 3-alkylindoles |
| Alternative Parents | Anisoles Alkyl aryl ethers Substituted pyrroles Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Carboximidic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 3-alkylindole - Anisole - Alkyl aryl ether - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Propargyl-type 1,3-dipolar organic compound - Ether - Carboximidic acid derivative - Carboximidic acid - Organic 1,3-dipolar compound - Azacycle - Organic oxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position. |
| External Descriptors | a small molecule |
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| ALogP | 0.8 |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Pubchem Sid | 488179568 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488179568 |
| IUPAC Name | N-[2-(5-methoxy-1H-indol-3-yl)ethyl]acetamide |
| INCHI | InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16) |
| InChIKey | DRLFMBDRBRZALE-UHFFFAOYSA-N |
| Smiles | CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC |
| Isomeric SMILES | CC(=O)NCCC1=CNC2=C1C=C(C=C2)OC |
| RTECS | AC5955000 |
| Alternate CAS | 73-31-4,8041-44-9 |
| NSC Number | 56423 |
| MeSH Entry Terms | Melatonin |
| Molecular Weight | 232.28 |
| Beilstein | 205542 |
| Reaxy-Rn | 205542 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=205542&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Dec 11, 2024 | M118674 | |
| Certificate of Analysis | Dec 11, 2024 | M118674 | |
| Certificate of Analysis | Dec 11, 2024 | M118674 | |
| Certificate of Analysis | Jul 12, 2024 | M118674 | |
| Certificate of Analysis | Jul 12, 2024 | M118674 | |
| Certificate of Analysis | Jul 12, 2024 | M118674 | |
| Certificate of Analysis | Apr 20, 2024 | M118674 | |
| Certificate of Analysis | Apr 20, 2024 | M118674 | |
| Certificate of Analysis | Apr 20, 2024 | M118674 | |
| Certificate of Analysis | Apr 20, 2024 | M118674 | |
| Certificate of Analysis | Mar 12, 2024 | M118674 | |
| Certificate of Analysis | Nov 03, 2023 | M118674 | |
| Certificate of Analysis | Nov 03, 2023 | M118674 | |
| Certificate of Analysis | Nov 03, 2023 | M118674 | |
| Certificate of Analysis | Nov 03, 2023 | M118674 | |
| Certificate of Analysis | Nov 03, 2023 | M118674 | |
| Certificate of Analysis | Mar 09, 2023 | M118674 | |
| Certificate of Analysis | Mar 09, 2023 | M118674 | |
| Certificate of Analysis | Mar 09, 2023 | M118674 | |
| Certificate of Analysis | Mar 09, 2023 | M118674 | |
| Certificate of Analysis | Mar 09, 2023 | M118674 | |
| Certificate of Analysis | Feb 13, 2023 | M118674 | |
| Certificate of Analysis | Dec 29, 2021 | M118674 | |
| Certificate of Analysis | Dec 29, 2021 | M118674 | |
| Certificate of Analysis | Dec 29, 2021 | M118674 | |
| Certificate of Analysis | Dec 29, 2021 | M118674 | |
| Certificate of Analysis | Dec 29, 2021 | M118674 |
| Solubility | Soluble in ethanol to at least 50mg/ml |
|---|---|
| Sensitivity | light sensitive;air sensitive |
| Melt Point(°C) | 118°C |
| Molecular Weight | 232.280 g/mol |
| XLogP3 | 0.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Exact Mass | 232.121 Da |
| Monoisotopic Mass | 232.121 Da |
| Topological Polar Surface Area | 54.100 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 270.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Shanshan Tang, Miao Liu, Wei Wang, Axin Liang, Fulai Zhang, Aiqin Luo. (2023) An amorphous zinc/copper double transition metal hydroxides for electrochemical simultaneous detection of dopamine, serotonin, and melatonin. NEW JOURNAL OF CHEMISTRY, 47 (35): (16337-16344). |
| 2. Pan Hu, Xin Yan, Yijia Zeng, Zherui Jiang, Juan Liu, Wu-wen Feng. (2023) An UPLC-MS/MS method for targeted analysis of microbial and host tryptophan metabolism after administration of polysaccharides from Atractylodes macrocephala Koidz. in ulcerative colitis mice. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 235 (115585). |
| 3. Ruiqing Bi, Renjian Li, Zhenyi Xu, Huanyu Cai, Juan Zhao, Yaru Zhou, Bangting Wu, Peng Sun, Wei Yang, Lu Zheng, Xiao-Lin Chen, Chao-Xi Luo, Huailong Teng, Qiang Li, Guotian Li. (2023) Melatonin targets MoIcl1 and works synergistically with fungicide isoprothiolane in rice blast control. JOURNAL OF PINEAL RESEARCH, 75 (2): (e12896). |
| 4. Mingying Wang, Jin Xu, Zhaoyang Ding, Jing Xie. (2023) Prolong the postharvest shelf life of spinach through the antioxidative ability of melatonin. Food Chemistry-X, 19 (100769). |
| 5. Xiaofei Ren, Kui Xu, Jianming Xu, Qiao Mei. (2023) Melatonin attenuates monocrotaline-induced hepatic sinusoidal obstruction syndrome in rats via activation of Sirtuin-3. JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, (e23422). |
| 6. Lu Lu, Jingming Ren, Tong Yuan, Xinran Lu, Yinping Dong, Wenxuan Li, Xinyue Wang, Qidong Huo, Junling Zhang, Deguan Li, Saijun Fan. (2023) High-fat diet alters the radiation tolerance of female mice and the modulatory effect of melatonin. Food & Function, |
| 7. Tang Shanshan, Liang Axin, Liu Miao, Wang Wei, Zhang Fulai, Luo Aiqin. (2023) A glassy carbon electrode modified with a composite consisting of electrodeposited chitosan and carboxylated multi-walled carbon nanotubes for simultaneous voltammetric determination of dopamine, serotonin and melatonin. Carbon Letters, 33 (7): (2129-2139). |
| 8. Qixing Nie, Yonggan Sun, Mingzhi Li, Sheng Zuo, Chunhua Chen, Qiongni Lin, Shaoping Nie. (2023) Targeted modification of gut microbiota and related metabolites via dietary fiber. CARBOHYDRATE POLYMERS, 316 (120986). |
| 9. Qi Lou, Lu Pan, Shengjin Xiang, Yueting Li, Jiahui Jin, Jingyang Tan, Baoshan Huang, Kaihui Nan, Sen Lin. (2023) Suppression of NLRP3/Caspase-1/GSDMD Mediated Corneal Epithelium Pyroptosis Using Melatonin-Loaded Liposomes to Inhibit Benzalkonium Chloride-Induced Dry Eye Disease. International Journal of Nanomedicine, |
| 10. Tingyan Liu, Caiyan Zhang, Jiayun Ying, Yaodong Wang, Gangfeng Yan, Yufeng Zhou, Guoping Lu. (2023) Inhibition of the intracellular domain of Notch1 results in vascular endothelial cell dysfunction in sepsis. Frontiers in Immunology, 14 (1134556). |
| 11. Zhuoshi Lian, Ying Xu, Chan Wang, Ye Chen, Li Yuan, Zhongyu Liu, Yarui Liu, Peishi He, Zheng Cai, Jie Zhao. (2023) Gut microbiota-derived melatonin from Puerariae Lobatae Radix-resistant starch supplementation attenuates ischemic stroke injury via a positive microbial co-occurrence pattern. PHARMACOLOGICAL RESEARCH, 190 (106714). |
| 12. Qiuyang Huang, Xiaoling Zang, Zhiwei Zhang, Hang Yu, Baoyan Ding, Zhuangzhuang Li, Simin Cheng, Xin Zhang, Mustafa R.K. Ali, Xue Qiu, Zhihua Lv. (2023) Study on endogenous inhibitors against PD-L1: cAMP as a potential candidate. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 230 (123266). |
| 13. Xin Huang, Rui Wang, Yikai Wang, Changbao Chen, Shuying Liu. (2023) Investigation on property differences of ginseng and American ginseng by spatial metabolomics of neurochemicals with desorption electrospray ionization mass spectrometry imaging. JOURNAL OF ETHNOPHARMACOLOGY, 303 (116006). |
| 14. Renjian Li, Ruiqing Bi, Huanyu Cai, Juan Zhao, Peng Sun, Weilong Xu, Yaru Zhou, Wei Yang, Lu Zheng, Xiao-Lin Chen, Guanghui Wang, Dongli Wang, Junfeng Liu, Huailong Teng, Guotian Li. (2022) Melatonin functions as a broad-spectrum antifungal by targeting a conserved pathogen protein kinase. JOURNAL OF PINEAL RESEARCH, 74 (1): (e12839). |
| 15. Wang Hongbo, Li Jing, Jin Jianbo, Hu Jingbo, Yang Chunlin. (2022) Enhanced efficiency of melatonin by stepwise-targeting strategy for acute lung injury. Frontiers in Bioengineering and Biotechnology, 10 |
| 16. Giridhar Babu Anam, Dinneswara Reddy Guda, Young-Ho Ahn. (2022) Impact of melatonin on the hydrogen peroxide treatment efficacy in Microcystis aeruginosa: Cell growth, oxidative stress response, and gene transcription. CHEMOSPHERE, 307 (136036). |
| 17. Chen Dongmei, Lan Guihua, Li Ruomeng, Mei Yingxue, Shui Xindong, Gu Xi, Wang Long, Zhang Tao, Gan Chen-Ling, Xia Yongfang, Hu Li, Tian Yuan, Zhang Mi, Lee Tae Ho. (2022) Melatonin ameliorates tau-related pathology via the miR-504-3p and CDK5 axis in Alzheimer’s disease. Translational Neurodegeneration, 11 (1): (1-19). |
| 18. Hongbin Chen, Hetong Lin, Xuanjing Jiang, Mengshi Lin, Zhongqi Fan. (2022) Amelioration of chilling injury and enhancement of quality maintenance in cold-stored guava fruit by melatonin treatment. Food Chemistry-X, 14 (100297). |
| 19. Xueqin Hou, Xinyu Qiu, Yaping Wang, Shuangshuang Song, Yifan Cong, Jifu Hao. (2022) Application and Efficacy of Melatonin Elastic Liposomes in Photoaging Mice. Oxidative Medicine and Cellular Longevity, 2022 (7135125). |
| 20. Huizhen Deng, Jie Zhao, Shifan Zhao, Shuai Jiang, Guofeng Cui. (2022) A graphene-based electrochemical flow analysis device for simultaneous determination of dopamine, 5-hydroxytryptamine, and melatonin. ANALYST, 147 (8): (1598-1610). |
| 21. Ranran Xu, Limin Wang, Kexin Li, Jiankang Cao, Zhilei Zhao. (2022) Integrative transcriptomic and metabolomic alterations unravel the effect of melatonin on mitigating postharvest chilling injury upon plum (cv.Friar) fruit. POSTHARVEST BIOLOGY AND TECHNOLOGY, 186 (111819). |
| 22. Man Zhang, Yang Bai, Chang Xu, Jinti Lin, JiaKang Jin, Ankai Xu, Jia Nan Lou, Chao Qian, Wei Yu, Yulian Wu, Yiying Qi, Huimin Tao. (2021) Novel optimized drug delivery systems for enhancing spinal cord injury repair in rats. DRUG DELIVERY, 28 (1): (2548-2561). |
| 23. Huaxu Zhou, Xinyu Ma, Ajabkhan Sailjoi, Yanqi Zou, Xingyu Lin, Fei Yan, Bin Su, Jiyang Liu. (2022) Vertical silica nanochannels supported by nanocarbon composite for simultaneous detection of serotonin and melatonin in biological fluids. SENSORS AND ACTUATORS B-CHEMICAL, 353 (131101). |
| 24. Hu Jingbo, Tan Xueying, Wang Dongwei, Li Yixuan, Liang Hongze, Peng Jiejun, Li Fengyan, Zhou Quan, Geng Peiwu, Wang Shuanghu, Yu Yue, Liu Jin. (2021) RETRACTED ARTICLE: A stepwise-targeting strategy for the treatment of cerebral ischemic stroke. JOURNAL OF NANOBIOTECHNOLOGY, 19 (1): (1-17). |
| 25. Zhang Yanfeng, He Yongzhi, Zhang Nan, Gan JiaJia, Zhang Shan, Dong Zhiyang. (2021) Combining protein and metabolic engineering strategies for biosynthesis of melatonin in Escherichia coli. Microbial Cell Factories, 20 (1): (1-13). |
| 26. Renren Sun, Haixia He, Yameng Wan, Yueru Wang, Liyuan Li, Jiao Sha, Gaoliang Jiang, Yu Li, Tao Li, Baozeng Ren. (2021) Solubility of melatonin in ethyl acetate + (N, N-dimethylformamide, 2-methoxyethanol, 2-ethoxyethanol and methanol): Determination, correlation, thermodynamic properties and Hansen solubility parameter at saturation. JOURNAL OF CHEMICAL THERMODYNAMICS, 156 (106372). |
| 27. Yuanyuan Xia, Yuan Wang, Meng Zhang, Faqiong Zhao, Baizhao Zeng. (2021) A highly selective electrochemical sensor based on surface molecularly imprinted copolymer for the detection of 5-hydroxytryptamine. MICROCHEMICAL JOURNAL, 160 (105748). |
| 28. Feiyao He, Jinwei Yin, Tianzhi Wang, Juan Pu, Jianxiong Dai, Zhongjun Zhao, Yixiang Duan. (2021) Synergetic effect of laser and micro-fabricated glow discharge plasma in a new ion source for ambient mass spectrometry. TALANTA, 225 (121847). |
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