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Adenosine 5'-monophosphate

CAS No.
61-19-8
Chemical Name:
Adenosine 5'-monophosphate
Synonyms
AMP;VITAMIN B8;ADENOSINE PHOSPHATE;adenylate;5'-Adenylic Acid;5'-Adenylic Acid;AMP.H2;AMP ,free acid;Adenosine Monophosphate (Amp);)-monophosphate disodium salt (mixed isomers)
CBNumber:
CB9206528
Molecular Formula:
C10H14N5O7P
Molecular Weight:
347.22
MDL Number:
MFCD00005750
MOL File:
61-19-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-10 18:53:57

Adenosine 5'-monophosphate Properties

Melting point 178-185 °C
Boiling point 798.5±70.0 °C(Predicted)
Density 2.32±0.1 g/cm3(Predicted)
FEMA 4224 | ADENOSINE MONOPHOSPHATE; MONOSODIUM, OR DISODIUM ADENYLATE
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: with addition of mild alkalisoluble
form Crystalline Powder
pka 3.8, 6.2(at 25℃)
color Colorless to white
PH 3.84
Water Solubility Soluble in water.
λmax 257 (pH 1);259 (pH 7)
Merck 14,158
Stability Hygroscopic
Major Application pharmaceutical small molecule
Cosmetics Ingredients Functions SKIN CONDITIONING
Cosmetic Ingredient Review (CIR) Adenosine 5'-monophosphate (61-19-8)
InChI InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChIKey UDMBCSSLTHHNCD-KQYNXXCUSA-N
SMILES P(OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1O)(O)(O)=O
CAS DataBase Reference 61-19-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 415SHH325A
EPA Substance Registry System 5'-Adenylic acid (61-19-8)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H319-H335-H315
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Safety Statements  24/25
WGK Germany  3
RTECS  AU7480500
TSCA  TSCA listed
HS Code  29389090
Storage Class 11 - Combustible Solids
Hazardous Substances Data 61-19-8(Hazardous Substances Data)
Toxicity LD50 intraperitoneal in mouse: 4gm/kg
REACH Registrations Active
NFPA 704
0
1 0

Adenosine 5'-monophosphate price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2340 5′-Adenylic Acid Pharmaceutical Secondary Standard; Certified Reference Material 61-19-8 1G $233 2026-04-30 Buy
Sigma-Aldrich 1012178 5′-Adenylic acid 61-19-8 500mg $434 2026-04-30 Buy
TCI Chemical A0158 5'-Adenylic Acid >98.0%(HPLC)(T) 61-19-8 1g $19 2026-04-30 Buy
TCI Chemical A0158 5'-Adenylic Acid >98.0%(HPLC)(T) 61-19-8 5g $43 2026-04-30 Buy
Usbiological 295190 Adenosine 5'-Monophosphate ≥98%(HPLC) 61-19-8 100g $326 2026-06-03 Buy
Product number Packaging Price Buy
PHR2340 1G $233 Buy
1012178 500mg $434 Buy
A0158 1g $19 Buy
A0158 5g $43 Buy
295190 100g $326 Buy

Adenosine 5'-monophosphate Chemical Properties, Uses, Production

Chemical Properties

White crystalline powder. Melting point: 196-200°C (decomposition). Specific optical rotation:-47.5° (20°C, 2% in sodium hydroxide (2%)). Soluble in water, slightly soluble in alcohol, insoluble in ether.

Applications

Clinically Adenosine 5'-monophosphate is used to treat disseminated sclerosis, porphyria, itching, liver disease, varicose ulcer complication. Eye drops with denosine monophosphate as the main component can be used to treat eye fatigue, central amphiblestitis, ocular pannus,  herpes and other corneal surface diseases. Intramuscular injection shows local erythema, generalized essential telangiectasia, red face, dizziness, breathing difficulty and palpitation.
As nutrition enhancer; as intermediate to produce nucleotide drugs; as food additive; as biological products; as dietary supplement and biochemical reagent. It is used to produce adenosine triphosphate (ATP), cyclic adenylate (cAMP) and other biochemical drugs. It is a type of nucleotide products and to produce antiviral drugs, synthetic energy drugs and cardiovascular and cerebrovascular drugs, such as adenosine, ATP, 3 '-5'-cyclic adenosine monophosphate.

Preparation

Candida utilis fungi is treated with hot water to obtain nucleic acids, which is hydrolyzed by enzymes and separated to obtain the final product.
Take mycelia as the raw material:
Subtraction and sedimentation of mycelia are carried out with 3 times amount of water. Industry base is added to reach a base concentration of 0.25% (g/100mL). After stirring for 1 hours, 20% sulfuric acid is added until the PH value is 7. The solution is filtrated and the pH value of filtrate is adjusted with 20% sulfuric acid to 2.5. Centrifugation is then applied to obtain nucleic acid mud.
mycelia [sodium hydroxide]→[1h] extract solution [20% sulfuric acid] → [pH=7, filtration] filtrate [20% sulfuric acid] →[pH=2.5, centrifugation] nucleic acid mud
1% nucleic acid solution is made by subsequent dissolution, enzymolysis, absorption and elution. 10% ammonia water is then used to adjust the pH value to 6-6.2. Then the mixture is heated at 90°C for 20 min and cooled. After centrifugation, the supernatant is heated up to 65-70°C and added with 1/3 phosphodiesterase solution. After 2 hours, the temperature is raised to 90°C.  10min later, it is cooled to room temperature. 20% sulfuric acid is added to adjust the pH value to 2.5-3. After filtration, the filtrate is adjusted with ammonia solution until the pH=7.2-7.5. 0.3% (3 g/L) diatomite is then added to assist the filtration. The corresponding supernatant is filtered with an anion exchange resin column (717-type) and eluted with 0.05 mol/L sulfuric acid. Afterwards, absorption, elution and crystallization are carried out. The detailed procedures of these three steps are:
The eluate is first absorbed with a cation exchange column (732-type) and eluted with distilled water (pH=1.5). The collection of eluate starts when the eluate turned red with bromine water. The eluate is then concentrated to 80-90 mg/mL under reduced pressure, added with diatomite and stirred for 30 min before filtration. The filtrate is adjusted with 6 mol/L hydrochloric acid till pH=2.5. To realize full crystallization, the filtrate is cooled during stirring. After followed filtration, it is washed with dry ethanol for 3 times. Vacuum drying at 60°C is applied to obtain the final AMP products.
Nucleic acid mud [ammonia gas] →[pH=6-6.2, 90°C, 20min] supernatant [phosphodiesterase] →[65-70°C,2h,] hydrolysis solution [717 resin] →absorbent [sulfuric acid] →elution solution [732 resin] →AMP, CMP, GMP absorbent mixtures.

Usage restriction

GB 2760-2001:infant formula milk powder 0.2~0.58 g/kg (based on the total amount of nucleotide)

Category

Toxic substance

Toxicity Grading

Middle toxicity

Acute Toxicity

Peritoneal-mouse LD50: 4000 mg/kg

Flammability Hazardous Characteristics

Flammable; generation of toxic nitrogen oxides and phosphorous oxide smoke when heated.

Storage and Transport

Stored in well ventilated area, low temperature, and dry.

Extinguishing Agent

Dry powder, foam, sand, carbon dioxide.

Description

Adenosine 5'-Monophosphate is a nucleotide that is synthesized from adenosine triphosphate and inosine monophosphate. It is an important molecule in the body because it is a substrate for cyclic AMP, which regulates many cellular processes. Adenosine-5'-monophosphoric acid also has biochemical properties that are similar to those of the neurotransmitter serotonin and it can activate the 5-HT2 receptors.

Chemical Properties

colorless to white crystalline powder

Uses

antiasthmatic

Uses

vasodilator, neuromodulator

Uses

Adenosine 5'-Monophosphate is a natural occurring nucleotide and a useful ligand determinant that facilitate the binding of APS reductase inhibitors and activates adenosine receptor agonists.

Uses

A useful ligand determinant that facilitates the binding of APS reductase inhibitors.

Uses

Adenosine 5'-monophosphate is a nucleotide (building blocks of nucleic acid) added to skin care products to bind water and moisture.

Definition

ChEBI: A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase.

brand name

Adenyl (Wyeth-Ayerst); My-BDen (Bayer.

General Description

Adenosine 5'-monophosphate (AMP) is a basic nucleotide and a building block of RNA. It acts as a key sensor and regulator of cellular energy levels, signaling the need to produce more energy when energy supply is insufficient.

Biological Activity

adenosine 5'-monophosphate is an ester of phosphoric acid with the nucleoside adenosine.

Safety Profile

Slightly toxic by intraperitoneal route. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of PO, and NOx.

58-61-7
61-19-8
Synthesis of Adenosine 5'-monophosphate from Adenosine
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a5mp adenosine,mono(dihydrogenphosphate)(ester) Adenosine -5'- Monophosphate(AMP-H) )-monophosphate disodium salt (mixed isomers) 4-PREGNEN-18-OL, 3, 20-DIONE (20&alpha OLS) 18, 20-HEMIKETAL 3-Hydroxy Tibolone-d5 |(mixture of 3&alpha adenosine5’-phosphate adenovite adenyl amp(nucleotide) amp[nucleotide] cardiomone lycedan muscleadenylicacid my-b-den myoston nsc-20264 phosaden phosphaden phosphentaside t-adenylic tert-adenylicacid [5-(6-AMINOPURIN-9-YL)-3,4-DIHYDROXY-OXOLAN-2-YL]METHOXYPHOSPHONIC ACID 5'-ADENOSINE MONOPHOSPHATE ADENOSINE PHOSPHATE ADENYLIC ACID, MUSCLE ADENOSINE 5'-PHOSPHORIC ACID ERGADENYLIC ACID Adenylic acid~5-AMP Adenosine 5'-monophosphate;Adenosine-5'-monophosphoric acid;Adenosinephosphate;5'-Adenylic acid;t-Adenylic acid;AMP;5'-AMP;A-5'-MP;A-5'-P;Ergadenylic acid;Lycedan;Muscle adenylic acid;Myoston;NSC-20264 t-Adenylic acid Adenosine 5'-monophosphate,free acid Adenosin-5'-Monophosphate ADENOSINE PHOSPHATE(VITAMIN B8) ((2R,3S,4R,5R)-5-(6-aMino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate Adenosine-5'-monophosphate, Free acid, food grade Adenosine-5′-Monpohosphate Adenosine Monophosphate (Amp) 5'-AMP=5'-Adenylicacid 5'-ADENOSINE MONOPHOSPHORIC ACID ADENOSINE MONOPHOPHATE, CYCLIC ADENOSINE 5'-MONOPHOSPHATE, FREE ACID (5'-AMP) 5'-Adenosine [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid 5''-ADENYLIC ACID: ADENOSINE-5''-MONOPHOSPHORIC ACID : AMP Adenosine-5-Monophosphate(AMP) Ado-5'-P 1-(3H-Imidazo[2,1-i]purine-3-yl)-1-deoxy-β-D-ribofuranose 5-phosphoric acid 1,N6-Etheno-AMP 1-Deoxy-1-(3H-imidazo[2,1-i]purin-3-yl)-β-D-ribofuranose 5-phosphoric acid 3-(5-O-Phosphono-β-D-ribofuranosyl)-3H-imidazo[2,1-i]purine Adenosine 5'-monophosphate,99% Adenosine-5'-monophosphoric acid, 99% (dry wt.), water <6% Adenosine 5'-(dihydrogen phosphate) Adenosine 5'-monopho 5'-AMP Adenosine 5'-monophosphate, free acid AMP.H2