CAS Number73-31-4
SynonymsMelatonin; EINECS 200-797-7; N-(2-(5-methoxyindol-3-yl)ethyl)-Acetamide; Melovine; Melatonine; primex; MLT; N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide; N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-Acetamide; N-[2-(5-methoxyindol-3-yl)ethyl]-Acetamide; N-acetyl-5-methoxytryptamine; Circadin; N-[2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide; MFCD00005655
Molecular FormulaC13H16N2O2
Molecular Weight232.28
Purity≥98 (TLC)%
Density1.2±0.1 g/cm3
Boiling Point459.8±55.0 °C at 760 mmHg
Melting Point116.5-118 °C (lit.)
Appearancepowder
EINECS200-797-7
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 73-31-4 |
| Catalog No. | 2A-9011324 |
| Chinese Name | 褪黑素 |
| Synonyms | Melatonin; EINECS 200-797-7; N-(2-(5-methoxyindol-3-yl)ethyl)-Acetamide; Melovine; Melatonine; primex; MLT; N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide; N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-Acetamide; N-[2-(5-methoxyindol-3-yl)ethyl]-Acetamide; N-acetyl-5-methoxytryptamine; Circadin; N-[2-(5-Methoxy-1H-indol-3-yl)ethyl)acetamide; MFCD00005655 |
| Molecular Formula | C13H16N2O2 |
| Molecular Weight | 232.28 |
| Purity | ≥98 (TLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 459.8±55.0 °C at 760 mmHg |
| Melting Point | 116.5-118 °C (lit.) |
| Appearance | powder |
| Storage Condition | Store in a cool, dry place. |
| Application | Melatonin is a hormone made by the pineal gland that activates melatonin receptors. Melatonin acts during sleep and has important antioxidant and anti-inflammatory properties. |
| EINECS | 200-797-7 |
| HTC | 2932999099 |
| PubChem ID | 24278103 |
| MDL Number | MFCD00005655 |
| SMILES | COc1ccc2[nH]cc(CCNC(C)=O)c2c1 |
| 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) |
| InChI Key | DRLFMBDRBRZALE-UHFFFAOYSA-N |
| Beilstein/REAXYS | 205542 |
| NACRES Code | NA.32 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/11324_1_73_31_4.pdf |
| Bioactivity | Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Neurological Disease Natural Products >> Others Target Human Endogenous Metabolite In Vivo Melatonin increases the levels of activated PTEN, RSK-1, mTOR and AMPKα kinases, mildly inhibits ERK-1/2 phosphorylation and Bad phosphorylation, significantly inhibits phosphorylations of S6 Ribosomal Protein, 4E-BP1, GSK-3α and GSK-3β, and slightly increases PRAS40 phosphorylation in animals[1]. Melatonin ameliorates the neurotoxiciy and astrocyte activation induced by Aβ1-42 in the cerebral cortex. Melatonin also blocks the reduction in Reelin and Dab1 expression induced by Aβ1-42[2]. Melatonin treatment and lack of NLRP3-/- share similar inhibition of NF-κB and NLRP3 signaling pathway in mice. Melatonin treatment and lack of NLRP3-/- share some patterns of clock genes expression, and improve cardiomyocytes morphology in mice[3]. Animal Admin A total of two sets of adult male C57BL/6j mice weighing 21-26 g are randomly assigned to one of four groups and treated with intraperitoneal (i.p.) delivery of (i) vehicle (50 μL isotonic saline/5% ethanol), (ii) melatonin (4 mg/kg, dissolved in 0.9% isotonic saline/5% ethanol), (iii) Wortmannin, and (iv) melatonin/Wortmannin immediately after reperfusion. In the first set, mice are exposed to 30 min of focal cerebral ischemia (FCI) and 72 h reperfusion for the evaluation of disseminate ischemic injury in the striatum, and signaling pathway analysis (n=7 per group). The second group of mice is exposed to 90 min of FCI and 24 h reperfusion for the analysis of infarct development, brain swelling and IgG extravasation (n=7 per group). References [1]. Kilic U, et al. Particular phosphorylation of PI3K/Akt on Thr308 via PDK-1 and PTEN mediates melatonin's neuroprotective activity after focal cerebral ischemia in mice. Redox Biol. 2017 Apr 5;12:657-665 [2]. Hu C, et al. Neuroprotective effect of melatonin on soluble Aβ1-42-induced cortical neurodegeneration via Reelin-Dab1 signaling pathway. Neurol Res. 2017 Apr 7:1-1 [3]. Rahim I, et al. Melatonin administration to wild-type mice and non-treated NLRP3 mutant mice share similar inhibition of the inflammatory response during sepsis. J Pineal Res. 2017 Mar 31 Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 459.8±55.0 °C at 760 mmHg Melting Point 116.5-118 °C(lit.) Molecular Formula C13H16N2O2 Molecular Weight 232.278 Flash Point 231.9±31.5 °C Exact Mass 232.121185 PSA 54.12000 LogP 1.94 Vapour Pressure 0.0±1.2 mmHg at 25°C Index of Refraction 1.580 InChIKey DRLFMBDRBRZALE-UHFFFAOYSA-N SMILES COc1ccc2[nH]cc(CCNC(C)=O)c2c1 Storage condition -15°C |
| Use of | Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties. Properties Articles363 Name melatonin Synonym More Synonyms Melatonine Biological Activity Description Melatonin is a hormone made by the pineal gland that can activates melatonin receptor. Melatonin plays a role in sleep and possesses important antioxidative and anti-inflammatory properties. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Neurological Disease Natural Products >> Others Human Endogenous Metabolite References [1]. Kilic U, et al. Particular phosphorylation of PI3K/Akt on Thr308 via PDK-1 and PTEN mediates melatonin's neuroprotective activity after focal cerebral ischemia in mice. Redox Biol. 2017 Apr 5;12:657-665 [2]. Hu C, et al. Neuroprotective effect of melatonin on soluble Aβ1-42-induced cortical neurodegeneration via Reelin-Dab1 signaling pathway. Neurol Res. 2017 Apr 7:1-1 Chemical & Physical Properties Molecular Formula C13H16N2O2 Exact Mass 232.121185 PSA 54.12000 Index of Refraction 1.580 InChIKey DRLFMBDRBRZALE-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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