Nicotinamide Riboside Chloride
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MedKoo CAT#: 329479

CAS#: 23111-00-4 (chloride)

Description: Nicotinamide riboside, also known as NR and SRT647, is a pyridine-nucleoside form of vitamin B3 that functions as a precursor to nicotinamide adenine dinucleotide or NAD+. NR blocks degeneration of surgically severed dorsal root ganglion neurons ex vivo and protects against noise-induced hearing loss in living mice. Nicotinamide riboside prevents muscle, neural and melanocyte stem cell senescence. Increased muscular regeneration in mice has been observed after treatment with nicotinamide riboside, leading to speculation that it might improve regeneration of organs such as the liver, kidney, and heart. Nicotinamide riboside also lowers blood glucose and fatty liver in prediabetic and type 2 diabetic models while preventing the development of diabetic peripheral neuropathy. Note: Nicotinamide Riboside chloride is a α/β mixture


Chemical Structure

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Nicotinamide Riboside Chloride
CAS# 23111-00-4 (chloride)

Theoretical Analysis

MedKoo Cat#: 329479
Name: Nicotinamide Riboside Chloride
CAS#: 23111-00-4 (chloride)
Chemical Formula: C11H15ClN2O5
Exact Mass: 0.00
Molecular Weight: 290.700
Elemental Analysis: C, 45.45; H, 5.20; Cl, 12.19; N, 9.64; O, 27.52

Price and Availability

Size Price Availability Quantity
1g USD 150 Ready to ship
5g USD 350 Ready to ship
10g USD 450 Ready to ship
20g USD 750 Ready to ship
100g USD 1850 Ready to ship
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Related CAS #: 1341-23-7 (cation)   23111-00-4 (chloride)   445489-49-6 (Triflate)    

Synonym: Nicotinamide riboside; SRT647; SRT-647; SRT 647; Nicotinamide Riboside Triflate, α/β mixture

IUPAC/Chemical Name: 3-carbamoyl-1-((3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium chloride

InChi Key: YABIFCKURFRPPO-FSDYPCQHSA-N

InChi Code: InChI=1S/C11H14N2O5.ClH/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11;/h1-4,7-9,11,14-16H,5H2,(H-,12,17);1H/t7-,8-,9-,11?;/m1./s1

SMILES Code: OC[C@@H]1[C@@H](O)[C@@H](O)C([N+]2=CC=CC(C(N)=O)=C2)O1.[Cl-]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis, α/β mixture)

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: Soluble in water (10mg/mL)

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in water

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

More Info: High dose nicotinic acid is used as an agent that elevates high-density lipoprotein cholesterol, lowers low-density lipoprotein cholesterol and lower free fatty acids through a mechanism that is not completely understood. It was suggested that nicotinamide riboside might possess such an activity by elevating NAD in the cells responsible for reverse cholesterol transport. The discovery that the Wallerian degeneration slow gene encodes a protein fusion with NMN adenylyltransferase 1 indicated that increased NAD+ precursor supplementation might oppose neurodegenerative processes. ChromaDex acquired intellectual property on uses and synthesis of NR from Dartmouth College, Cornell University, and Washington University and began distributing NR as Niagen in 2013. In November 2015 ChromaDex received New Dietary Ingredient (NDI) status for Niagen from the U.S. Food and Drug Administration (FDA) and the FDA issued a generally recognized as safe (GRAS) No Objection Letter for Nicotinamide Riboside Chloride (NR) on August 3, 2016.

Biological target: NAD+ precursor, increases NAD+ levels and activates SIRT1 and SIRT3.
In vitro activity: To determine the metabolic fate of the NF in blood, an in vitro study was conducted in which equal amounts of 13C‐ and deuterium‐labelled nicotinamide riboside chloride were added to water, heparinised whole blood, heparinised plasma, and serum at a concentration of 39 μM. The nicotinamide riboside and NAM contents of the samples were analysed immediately (T0) or after incubation at 37°C for 5 and 10 min. Compared to T0, there was no significant change in the amount of nicotinamide riboside or NAM in water, plasma, and serum samples over the course of the 10 min incubation period. In contrast, the amount of nicotinamide riboside in whole blood decreased within 5 min, while the amount of NAM increased. Similar results were obtained when the samples were incubated at 4°C, although the kinetics of the decrease in the amount of nicotinamide riboside and increase in the amount of NAM in whole blood were delayed compared to those observed at 37°C. Similar results have been reported by Liu et al. The Panel notes that these results indicate that the NF can be metabolised to NAM in a cellular component of whole blood. Reference: EFSA J. 2019 Aug; 17(8): e05775. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7009190/
In vivo activity: Exposure to degeneration-inducing levels of light suppressed retinal NAD+ levels. Mice undergoing light-induced retinal degeneration exhibited significantly suppressed retinal function, severely disrupted photoreceptor cell layers, and increased apoptosis and inflammation in the outer retina. Treatment with NR increased levels of NAD+ in retina and prevented these deleterious outcomes. This study is the first to report the protective effects of NR treatment in a mouse model of retinal degeneration. The positive outcomes, coupled with human tolerance to NR dosing, suggest that maintaining retinal NAD+ via systemic NR treatment should be further explored for clinical relevance. Reference: Invest Ophthalmol Vis Sci. 2020 Aug; 61(10): 47. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7452859/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Water 58.0 199.50
DMSO 50.0 172.00

Preparing Stock Solutions

The following data is based on the product molecular weight 290.70 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.

Recalculate based on batch purity %
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: EFSA Panel on Nutrition, Novel foods and Food allergens (NDA), Turck D, Castenmiller J, de Henauw S, Hirsch-Ernst KI, Kearney J, Maciuk A, Mangelsdorf I, McArdle HJ, Naska A, Pelaez C, Pentieva K, Siani A, Thies F, Tsabouri S, Vinceti M, Cubadda F, Engel KH, Frenzel T, Heinonen M, Marchelli R, Neuhäuser-Berthold M, Pöting A, Poulsen M, Sanz Y, Schlatter JR, van Loveren Agnès de Sesmaisons-Lecarré H, Germini A, Knutsen HK. Safety of nicotinamide riboside chloride as a novel food pursuant to Regulation (EU) 2015/2283 and bioavailability of nicotinamide from this source, in the context of Directive 2002/46/EC. EFSA J. 2019 Aug 7;17(8):e05775. doi: 10.2903/j.efsa.2019.5775. PMID: 32626405; PMCID: PMC7009190.
In vitro protocol: 1. EFSA Panel on Nutrition, Novel foods and Food allergens (NDA), Turck D, Castenmiller J, de Henauw S, Hirsch-Ernst KI, Kearney J, Maciuk A, Mangelsdorf I, McArdle HJ, Naska A, Pelaez C, Pentieva K, Siani A, Thies F, Tsabouri S, Vinceti M, Cubadda F, Engel KH, Frenzel T, Heinonen M, Marchelli R, Neuhäuser-Berthold M, Pöting A, Poulsen M, Sanz Y, Schlatter JR, van Loveren Agnès de Sesmaisons-Lecarré H, Germini A, Knutsen HK. Safety of nicotinamide riboside chloride as a novel food pursuant to Regulation (EU) 2015/2283 and bioavailability of nicotinamide from this source, in the context of Directive 2002/46/EC. EFSA J. 2019 Aug 7;17(8):e05775. doi: 10.2903/j.efsa.2019.5775. PMID: 32626405; PMCID: PMC7009190.
In vivo protocol: 1. Conze D, Brenner C, Kruger CL. Safety and Metabolism of Long-term Administration of NIAGEN (Nicotinamide Riboside Chloride) in a Randomized, Double-Blind, Placebo-controlled Clinical Trial of Healthy Overweight Adults. Sci Rep. 2019 Jul 5;9(1):9772. doi: 10.1038/s41598-019-46120-z. PMID: 31278280; PMCID: PMC6611812. 2. Zhang X, Henneman NF, Girardot PE, Sellers JT, Chrenek MA, Li Y, Wang J, Brenner C, Nickerson JM, Boatright JH. Systemic Treatment With Nicotinamide Riboside Is Protective in a Mouse Model of Light-Induced Retinal Degeneration. Invest Ophthalmol Vis Sci. 2020 Aug 3;61(10):47. doi: 10.1167/iovs.61.10.47. PMID: 32852543; PMCID: PMC7452859.

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19. EFSA Panel on Nutrition, Novel foods and Food allergens (NDA), Turck D, Castenmiller J, de Henauw S, Hirsch-Ernst KI, Kearney J, Maciuk A, Mangelsdorf I, McArdle HJ, Naska A, Pelaez C, Pentieva K, Siani A, Thies F, Tsabouri S, Vinceti M, Cubadda F, Engel KH, Frenzel T, Heinonen M, Marchelli R, Neuhäuser-Berthold M, Pöting A, Poulsen M, Sanz Y, Schlatter JR, van Loveren Agnès de Sesmaisons-Lecarré H, Germini A, Knutsen HK. Safety of nicotinamide riboside chloride as a novel food pursuant to Regulation (EU) 2015/2283 and bioavailability of nicotinamide from this source, in the context of Directive 2002/46/EC. EFSA J. 2019 Aug 7;17(8):e05775. doi: 10.2903/j.efsa.2019.5775. PMID: 32626405; PMCID: PMC7009190.

20. Conze D, Brenner C, Kruger CL. Safety and Metabolism of Long-term Administration of NIAGEN (Nicotinamide Riboside Chloride) in a Randomized, Double-Blind, Placebo-controlled Clinical Trial of Healthy Overweight Adults. Sci Rep. 2019 Jul 5;9(1):9772. doi: 10.1038/s41598-019-46120-z. PMID: 31278280; PMCID: PMC6611812.

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