NAS | CAS#1210-83-9 | Melatonin synthesis precursor

MedKoo Cat#: 464346 | Name: NAS

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

N-Acetylserotonin (NAS) is an analytical reference standard categorized as a tryptamine. N-Acetylserotonin is a precursor in the synthesis of melatonin. This product is intended for analytical forensic applications. This product is also available as a general research tool.

Chemical Structure

NAS

CAS#1210-83-9

Theoretical Analysis

MedKoo Cat#: 464346

Name: NAS

CAS#: 1210-83-9

Chemical Formula: C12H14N2O2

Exact Mass: 218.1055

Molecular Weight: 218.26

Elemental Analysis: C, 66.04; H, 6.47; N, 12.84; O, 14.66

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 350.00	2 Weeks
50mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

NAS; N-Acetylserotonin; N-Acetyl-5-hydroxytryptamine;

IUPAC/Chemical Name

N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)acetamide

InChi Key

MVAWJSIDNICKHF-UHFFFAOYSA-N

InChi Code

InChI=1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)

SMILES Code

OC1=CC2=C(C=C1)NC=C2CCNC(C)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

N-Acetyl-5-hydroxytryptamine is a Melatonin precursor, and that it can potently activate TrkB receptor.

In vitro activity:

The aim of this study was to compare the effects of melatonin and N-acetylserotonin on the LPS-induced LPO in vitro. In all the examined tissues, LPS stimulated LPO, while both melatonin and N-acetylserotonin decreased LPS-stimulated LPO. Furthermore, the capacity of N-acetylserotonin reducing LPO was higher than that of melatonin. Reference: Neuro Endocrinol Lett. 2010;31(4):489-96. https://pubmed.ncbi.nlm.nih.gov/20802448/

In vivo activity:

N-Acetylserotonin (NAS) is an intermediate in the melatonin biosynthetic pathway. This study investigated the anti-inflammatory activity of NAS by focusing on its chemical feature oxidizable to an electrophile. Moreover, rectally administered NAS increased the levels of nuclear Nrf2 and HO-1 proteins in the inflamed colon of rats. Rectal NAS mitigated colonic damage and inflammation. Reference: J Pineal Res. 2023 Jan;74(1):e12835. https://pubmed.ncbi.nlm.nih.gov/36214640/

	Solvent	mg/mL	mM
Solubility
	DMF	20.0	91.64
	DMF:PBS (pH 7.2) (1:1)	0.5	2.29
	DMSO	51.8	237.49
	Ethanol	26.5	121.42

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 218.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Stuss M, Wiktorska JA, Sewerynek E. N-acetylserotonin reduces lipopolysaccharide-induced lipid peroxidation in vitro more effectively than melatonin. Neuro Endocrinol Lett. 2010;31(4):489-96. PMID: 20802448. 2. Klemm P, Hecker M, Stockhausen H, Wu CC, Thiemermann C. Inhibition by N-acetyl-5-hydroxytryptamine of nitric oxide synthase expression in cultured cells and in the anaesthetized rat. Br J Pharmacol. 1995 Aug;115(7):1175-81. doi: 10.1111/j.1476-5381.1995.tb15021.x. PMID: 7582541; PMCID: PMC1908794. 3. Kang C, Jeong S, Kim J, Ju S, Im E, Heo G, Park S, Yoo JW, Lee J, Yoon IS, Jung Y. N-Acetylserotonin is an oxidation-responsive activator of Nrf2 ameliorating colitis in rats. J Pineal Res. 2023 Jan;74(1):e12835. doi: 10.1111/jpi.12835. Epub 2022 Oct 17. PMID: 36214640. 4. Liu J, Zhang N, Zhang M, Yin H, Zhang X, Wang X, Wang X, Zhao Y. N-acetylserotonin alleviated the expression of interleukin-1β in retinal ischemia-reperfusion rats via the TLR4/NF-κB/NLRP3 pathway. Exp Eye Res. 2021 Jul;208:108595. doi: 10.1016/j.exer.2021.108595. Epub 2021 May 14. PMID: 34000276.

In vitro protocol:

In vivo protocol:

1. Kang C, Jeong S, Kim J, Ju S, Im E, Heo G, Park S, Yoo JW, Lee J, Yoon IS, Jung Y. N-Acetylserotonin is an oxidation-responsive activator of Nrf2 ameliorating colitis in rats. J Pineal Res. 2023 Jan;74(1):e12835. doi: 10.1111/jpi.12835. Epub 2022 Oct 17. PMID: 36214640. 2. Liu J, Zhang N, Zhang M, Yin H, Zhang X, Wang X, Wang X, Zhao Y. N-acetylserotonin alleviated the expression of interleukin-1β in retinal ischemia-reperfusion rats via the TLR4/NF-κB/NLRP3 pathway. Exp Eye Res. 2021 Jul;208:108595. doi: 10.1016/j.exer.2021.108595. Epub 2021 May 14. PMID: 34000276.

1: Yu Y, Teng Z, Mou Z, Lv Y, Li T, Chen S, Zhao D, Zhao Z. Melatonin confers heavy metal-induced tolerance by alleviating oxidative stress and reducing the heavy metal accumulation in Exophiala pisciphila, a dark septate endophyte (DSE). BMC Microbiol. 2021 Feb 5;21(1):40. doi: 10.1186/s12866-021-02098-1. PMID: 33546601; PMCID: PMC7863494. 2: Reavis ZW, Mirjankar N, Sarangi S, Boyle SH, Kuhn CM, Matson WR, Babyak MA, Matson SA, Siegler IC, Kaddurah-Daouk R, Suarez EC, Williams RB, Grichnik K, Stafford-Smith M, Georgiades A. Sex and race differences of cerebrospinal fluid metabolites in healthy individuals. Metabolomics. 2021 Jan 18;17(2):13. doi: 10.1007/s11306-020-01757-0. PMID: 33462762. 3: Martyniuk K, Hanuszewska M, Lewczuk B. Metabolism of Melatonin Synthesis- Related Indoles in the Turkey Pineal Organ and Its Modification by Monochromatic Light. Int J Mol Sci. 2020 Dec 21;21(24):9750. doi: 10.3390/ijms21249750. PMID: 33371255; PMCID: PMC7767013. 4: Zhou W, Wang Y, Li B, Petijová L, Hu S, Zhang Q, Niu J, Wang D, Wang S, Dong Y, Čellárová E, Wang Z. Whole-genome sequence data of Hypericum perforatum and functional characterization of melatonin biosynthesis by N-acetylserotonin O-methyltransferase. J Pineal Res. 2021 Mar;70(2):e12709. doi: 10.1111/jpi.12709. Epub 2020 Dec 25. PMID: 33315239. 5: Menzies V, Starkweather A, Yao Y, Kelly DL, Garrett TJ, Yang G, Booker S, Swift-Scanlan T, Mahmud I, Lyon DE. Exploring Associations Between Metabolites and Symptoms of Fatigue, Depression and Pain in Women With Fibromyalgia. Biol Res Nurs. 2021 Jan;23(1):119-126. doi: 10.1177/1099800420941109. Epub 2020 Jul 17. PMID: 32677448; PMCID: PMC7874366. 6: Back K. Melatonin metabolism, signaling and possible roles in plants. Plant J. 2021 Jan;105(2):376-391. doi: 10.1111/tpj.14915. Epub 2020 Aug 2. PMID: 32645752. 7: ElSayed AI, Boulila M, Rafudeen MS, Mohamed AH, Sengupta S, Rady M, Omar AA. Melatonin Regulatory Mechanisms and Phylogenetic Analyses of Melatonin Biosynthesis Related Genes Extracted from Peanut under Salinity Stress. Plants (Basel). 2020 Jul 6;9(7):854. doi: 10.3390/plants9070854. PMID: 32640740; PMCID: PMC7411912. 8: Fernández-Cruz E, Carrasco-Galán F, Cerezo-López AB, Valero E, Morcillo-Parra MÁ, Beltran G, Torija MJ, Troncoso AM, García-Parrilla MC. Occurrence of melatonin and indolic compounds derived from l-tryptophan yeast metabolism in fermented wort and commercial beers. Food Chem. 2020 Nov 30;331:127192. doi: 10.1016/j.foodchem.2020.127192. Epub 2020 Jun 5. PMID: 32569963. 9: Wang L, Luo Z, Yang M, Li D, Qi M, Xu Y, Abdelshafy AM, Ban Z, Wang F, Li L. Role of exogenous melatonin in table grapes: First evidence on contribution to the phenolics-oriented response. Food Chem. 2020 Nov 1;329:127155. doi: 10.1016/j.foodchem.2020.127155. Epub 2020 May 27. PMID: 32512393. 10: Robinson M, Turnbull S, Lee BY, Leonenko Z. The effects of melatonin, serotonin, tryptophan and NAS on the biophysical properties of DPPC monolayers. Biochim Biophys Acta Biomembr. 2020 Sep 1;1862(9):183363. doi: 10.1016/j.bbamem.2020.183363. Epub 2020 May 22. PMID: 32450141.