니코틴아마이드모노뉴클레오타이드

Nicotinamide Mononucleotide

HCID 14180CAS 1094-61-7

기본 정보

표준 SMILES
NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)([O-])O)[C@@H](O)[C@H]2O)c1
InChIKey
DAYLJWODMCOQEW-TURQNECASA-N
분자식
C11H15N2O8P
평균 분자량
334.22 g/mol
단동위원소 질량
334.05660244

이름 및 식별자

우선 이름
Nicotinamide Mononucleotide
IUPAC
[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
현지명
니코틴아마이드모노뉴클레오타이드
영어명
β-Nicotinamide Mononucleotide
분자식
C11H15N2O8P
분자량
334.22

이름 및 동의어

1094-61-7nicotinamide mononucleotideNicotinamide ribotide2KG6QX4W0VPyridinium, 3-(aminocarbonyl)-1-(5-O-phosphono-beta-D-ribofuranosyl)-, inner saltDTXSID50911152[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphateAlpha9((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl)methyl hydrogen phosphate3-carbamoyl-1-((2R,3R,4S,5R)-5-((hydrogen phosphonatooxy)methyl)-3,4-dihydroxyoxolan-2-yl)-1$l^(5)-pyridin-1-ylium3-carbamoyl-1-[(2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1$l^{5}-pyridin-1-yliumELITEHEALTH
이름 더 보기
니코틴아마이드모노뉴클레오타이드베타-니코틴아미드모노뉴클레오티드NMNBETA-NMNβ-NMNNMN powderB-NICOTINAMIDE MONONUCLEOTIDELiposomal NMNβ-Nicotinamide Mononucleotide(NMN)
REUS NRRefChem:854107Mononucleotide, NicotinamideCHEBI:50383DTXCID001511294214-136-53-carboxy-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonooxy)methyl)oxolan-2-yl)-1lambda5-pyridin-1-yliumbeta-Nicotinamide mononucleotide

데이터베이스 식별자

CAS
1094-61-7
PubChem CID
14180
DTXSID
DTXSID50911152
ChEMBL
CHEMBL610238
ChEBI
CHEBI:16171
UNII
2KG6QX4W0V
EC Number
214-136-5
Nikkaji
J9.877I

물성

구조 계산 물성

XLogP
-3.5
극성 표면적
166 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
8
회전 가능 결합 수
5
무거운 원자 수
22

실험 및 물리화학적 성질

Collision Cross Section · 3건

167.13 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]

166 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

165.2 Ų [M]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)];165.2 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

물리화학적 성질

녹는점
166 °C · 166 °C(dec.)
저장 조건
-20 °C · -20°C
용해도
DMSO(약간 용해됨, 가열), 메탄올(약간 용해됨), 물(약간 용해됨)
물리적 상태
고체
색상
흰색에서 노란색으로
Merck
13 · 13,6697

화학적 성질

White to Yellowish lyophilized powder

안전 및 규제

GHS 분류

GHS Classification · 3건

This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Not Classified;Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 2 of 2 reports by companies.;There are 0 notifications provided by 0 of 2 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Hazard Classes and CategoriesNot Classified

안전 데이터

wgk
3
HS 번호
2934999090
F 고인화성물질
8-10-21
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 4건

용도베타 - 니코틴 아미드 모노 뉴클레오타이드 그것은 인간의 세포 에너지 생산에 중요한 역할을합니다. 심혈관 질환, 뇌 혈관 질환, 호흡기 질환, 제 1 형 당뇨병 및 염증성 면역 질환의 치료에있어 약리학 적 효과의 측면으로는 세포 재생, 노화 방지 등과 같은 세포 에너지 전환에 중요한 코엔자임 니코틴 아미드 아데닌 디 뉴클레오티드의 합성에 참여합니다. 그것은 광범위한 적용 가능성을 가지고 있습니다.

개요Nicotinamide mononucleotide (NMN), a product of the NAMPT reaction and a key NAD+ intermediate, ameliorates glucose intolerance by restoring NAD+ levels in HFD-induced T2D mice. NMN also enhances hepatic insulin sensitivity and restores gene expression related to oxidative stress, inflammatory response, and circadian rhythm, partly through SIRT1 activation. NMN is used for studying binding motifs within RNA aptamers and ribozyme activation processes involving β-nicotinamide mononucleotide (β-NMN)-activated RNA fragments.β-Nicotinamide mononucleotide (β-NMN) is an intermediate in the nicotinamide phosphoribosyltransferase (NAMPT)-catalyzed biosynthesis of nicotinamide adenine dinucleotide (NAD+). NAMPT mediates the condensation of nicotinamide with 5-phosphoribosyl-1-pyrophosphate to produce β-NMN. β-NMN adenyltransferase subsequently converts β-NMN to NAD+.

용도β-Nicotinamide mononucleotide (NMN) is used to study binding motifs within RNA aptamers and ribozyme activation processes involving β-nicotinamide mononucleotide (β-NMN)-activated RNA fragments. NMN is a nucleotide derived from ribose and nicotinamide. Niacinamide (nicotinamide,) is a derivative of vitamin B3, also known as niacin.) As a biochemical precursor of NAD+, it may be useful in the prevention of pellagra.β-Nicotinamide mononucleotide is an intermediate in the biosynthesis of nicotinamide adenine dinucleotide (NAD+). Nicotinamide phosphoribosyltransferase (Nampt) catalyzes the condensation of nicotinamide with 5-phosphoribosyl-1-pyrophosphate to generate β-NMN, which is subsequently converted to NAD+ by β-NMN adenyltransferase.At 50-100 μM, β-NMN has been used to enhance NAD biosynthesis and glucose-stimulated insulin secretion in a Nampt+/- mouse model of metabolic disease, demonstrating a role for Nampt in β cell function.Furthermore, at 500 mg/kg/day, it has been shown to ameliorate glucose intolerance in high-fat diet-induced type 2 diabetes mice by restoring NAD+ levels.

일반 설명β-Nicotinamide mononucleotide (β-NMN) is an intermediate in the nicotinamide phosphoribosyltransferase (NAMPT)-catalyzed biosynthesis of nicotinamide adenine dinucleotide (NAD+). NAMPT mediates the condensation of nicotinamide with 5-phosphoribosyl-1-pyrophosphate to produce β-NMN. β-NMN adenyltransferase subsequently converts β-NMN to NAD+.

제조 방법 · 1건

β-Nicotinamide mononucleotide is a NAD+intermediate. In recent years, the relation of NAD+metabolism and aging-associated disease is attracting attention from various research fields. Synthesis of β-nicotinamide mononucleotide (NMN) A solution of NAD (3.5 g, 5.28 mmol) and ZrCl4(6.15 g, 26.4 mmol) in 500 ml water was stirred at 50°C for 30 min. The hydrolysis was monitored by TLC (SiO2EtOH/ 1 M NH4Ac [7 : 3]). The reaction was quenched with 245mL of a 0.5 M solution of Na3PO4. After adjusting to pH 7 with a 2 M solution of HCl, a white precipitate was formed. The suspension was centrifuged 8 min,1,000rpm, the supernatant was collected and the pellet was washed two times with 200 mL water. The combined supernatants wereconcentrated to 1/3 of its volume on a rotary evaporator. The remaining solution was purified with a column filled with Dowex 50WX8 (100-200 mesh, H+-Form, column-material: 2.5 x 30 cm). The column was loaded with 1.5 L5 % HCl and equilibrated with1.5L millipore water until pH 5 was reached. 100 mL of the concentrated solution was loaded on the ion exchange column and eluted with Milliporewater. The first cleavage product eluted was NMN (615 mg, 1.84 mmol,yield:35 %) and yielded a colorless solid after evaporation of the solvent, followed by AMP. 1H NMR (500MHz, D2O)δ: 9.48 (s, 1 H), 9.31 (d,J= 6.2 Hz, 1 H), 9.00 (d,J= 8.2 Hz, 1 H), 8.32 (dd,J= 8.2, 6.2 Hz, 1 H), 6.24 (d,J=5.4 Hz, 1 H), 4.68-4.64 (m, 1 H), 4.58 (t, 1 H), 4.48-4.45 (m, 1 H), 4.36–4.14 (m,J= 12.0, 2 H). 13C NMR (75 MHz, d2o) δ: 165.50, 145.65, 142.15, 139.53, 133.62, 128.19, 99.65, 87.18, 87.06, 77.42, 70.71, 63.89, 63.82. 31P NMR (202 MHz, D2O)δ:-0.03

상·하류 제품 정보

하류 제품

공급사50 곳

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
上海赫文斯化工有限公司15721252604 17321035817 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
추가 설명 · 1건

정의ChEBI: β-Nicotinamide Mononucleotide is a condensation product of nicotinamide and ribose 5-phosphate, in which the nitrogen of nicotinamide is linked to the (β) c-l of the ribose. NMN zwitterion is a nicotinamide mononucleotide. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate base of a NMN(+). It is a conjugate acid of a NMN(-).

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