Adenosine Monophosphate (HCID 6083)

概要

Adenosine 5'-monophosphate is a purine ribonucleoside 5'-monophosphate having adenine as the nucleobase. It has a role as a cofactor, a micronutrient, a nutraceutical, an EC 3.1.3.1 (alkaline phosphatase) inhibitor, an EC 3.1.3.11 (fructose-bisphosphatase) inhibitor, an adenosine A1 receptor agonist and a fundamental metabolite. It is a purine ribonucleoside 5'-monophosphate and an adenosine 5'-phosphate. It is a conjugate base of an adenosine 5'-monophosphate(1+). It is a conjugate acid of an adenosine 5'-monophosphate(2-).

名称と識別子

優先名称: Adenosine Monophosphate
IUPAC: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

名称と別名

adenosine 5'-monophosphate5'-adenylic acid61-19-8Adenosine monophosphateadenosine phosphatePhosphentasideadenosine 5'-phosphateAdenoviteCardiomoneLycedanPhosaden5'-AMP

名称をさらに表示

adenylateMy-B-DenMyostonVitamin B8Adenyla-5mp5'-adenosine monophosphateFosfato de adenosina

データベース識別子

CAS: 136920-07-5、61-19-8
PubChem CID: 6083
DTXSID: DTXSID5022560
ChEMBL: CHEMBL752
ChEBI: CHEBI:16027
UNII: 415SHH325A
EC Number: 200-500-0
Nikkaji: J4.814C

物性

構造計算による物性

XLogP: -3.5
極性表面積: 186 Å²
水素結合供与体数: 5
水素結合受容体数: 11
回転可能結合数: 4
重原子数: 23
形式電荷: 0
複雑度: 481

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Cosmetics · 2 件

Cosmetic ingredients (Adenosine Phosphate) -> CIR (Cosmetic Ingredient Review)

Skin conditioning

SpringerMaterials PropertiesAngular frequency

LogP-3.1

Color/Form · 2 件

CRYSTALS FROM WATER + ACETONE

POWDER, NEEDLES FROM WATER & DIL ALC

Solubility · 5 件

ALMOST INSOL IN COLD H2O /YEAST ADENYLIC ACID MONO-HCL/

READILY SOL IN BOILING WATER

SOL IN 10% HCL

INSOL IN ALCOHOL

10 mg/mL at 20 °C

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 97.7% (127 of 130) of all reports.

Not Classified

Aggregated GHS information provided per 130 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 4 件

Chemical: 5'-Adenylic acid

Status: Active Update: 10-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/22636

Acetamide, 2,2',2'',2'''-(1,2-ethanediyldinitrilo)tetrakis-, N,N,N',N',N'',N'',N''',N'''-octa-C12-18-alkyl derivs.: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

adenosine 5 monophosphate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - 5'-Adenylic acid: Environment tier I assessment

Hazard Classes and CategoriesNot Classified

毒性情報

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Natural Pollution SourcesNUCLEOTIDE; WIDELY DISTRIBUTED IN NATURE.

Human Toxicity Excerpts · 2 件

LOCAL ERYTHEMIA, SLIGHT FLUSHING, DIZZINESS, DIURESIS, & PALPITATION... ESPECIALLY WITH LARGE DOSES OF AQ SOLN. IN TREATMENT OF BURSITIS OR CHRONIC CALCIFIC TENDINITIS /DRUG OFTEN PRODUCES/ EXACERBATION OF SYMPTOMS AFTER 5TH TO 10TH DAY /ADVERSE EFFECT, IM (AS SODIUM SALT)/

DIARRHEA, DIZZINESS, & HEADACHE /SUBLINGUAL ADMIN/. ANAPHYLACTIC SHOCK... FOLLOWING USE OF GELATIN SOLN /IM ADMIN AS SODIUM SALT/. DYSPNEA & TIGHTNESS OF CHEST /ADVERSE EFFECT/

Non-Human Toxicity ExcerptsBIOSYNTHESIS OF FATTY ACIDS FROM [1-(14)C]-ACETATE BY CHICKEN LIVER SLICES IN VITRO WAS INHIBITED BY ADENOSINE-5'-MONOPHOSPHATE.

化学と産業

薬理情報

Pharmacodynamics · 1 件

Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP is used as a dietary supplement to boost immune activity, and is also used as a substitute sweetener to aid in the maintenance of a low-calorie diet.

Mechanism of Action · 1 件

Nucleotides such as Adenosine-5'-Monophosphate affect a number of immune functions, including the reversal of malnutrition and starvation-induced immunosuppression, the enhancement of T-cell maturation and function, the enhancement of natural killer cell activity, the improvement of delayed cutaneous hypersensitivity, helping resistance to such infectious agents as Staphylococcus aureus and Candida albicans, and finally the modulation of T-cell responses toward type 1 CD4 helper lymphocytes or Th1 cells. Studies have shown that mice fed a nucleotide-free diet have both impaired humoral and cellular immune responses. The addition of dietary nucleotides normalizes both types of responses. RNA, a delivery form of nucleotides, and ribonucleotides were used in these studies. The mechanism of the immune-enhancing activity of nucleic acids/nucleotides is not clear.

Absorption, Distribution and ExcretionAMP ADMIN TO RATS ORALLY WAS RECOVERED INTACT IN BLOOD. IT APPEARED RAPIDLY IN BLOOD (IN 15-30 MIN) & WAS ALSO RAPIDLY DISTRIBUTED, SINCE PLASMA CONCN WAS DECR BY FACTOR OF 5 IN 2 HR.

Tissue LocationsAll Tissues

Cellular LocationsCytoplasm

Metabolite Pathways2-Hydroxyglutric Aciduria (D And L Form)

用途と製造

Uses · 3 件

CIR ingredient: Adenosine Phosphate

IN BIOCHEMICAL RESEARCH

MEDICATION

Methods of Manufacturing · 2 件

YEAST ADENYLIC ACID BY PRECIPITATION FROM YEAST NUCLEIC ACID. MUSCLE ADENYLIC ACID BY PRECIPITATION FROM TISSUES; BY HYDROLYSIS OF ATP WITH BARIUM HYDROXIDE...

COMMERCIAL PREPN BY ENZYMATIC PHOSPHORYLATION OF ADENOSINE. MONOGRAPH ON SYNTHESIS OF NUCLEOTIDES: CR PEFTIT, SYNTHETIC NUCLEOTIDES VOL 1 (VAN NOSTRAND-REINHOLD, NEW YORK, 1972) 252 PP.

Use ClassificationCosmetics -> Skin conditioning

General Manufacturing Information · 2 件

5'-Adenylic acid: ACTIVE

MONOPHOSPHORIC ESTER OF ADENOSINE, IE, NUCLEOTIDE CONTAINING ADENINE, D-RIBOSE & PHOSPHORIC ACID. ADENYLIC ACID IS CONSTITUENT OF MANY IMPORTANT COENZYMES.