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Adenosine Monophosphate

HCID 6083
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
136920-07-5
標準SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O
InChIKey
UDMBCSSLTHHNCD-KQYNXXCUSA-N
分子式
C10H14N5O7P
平均分子量
347.22 g/mol
単同位体質量
347.0630848

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
英語名
POLYADENYLIC ACID POTASSIUM SALT
分子式
(C10H14N5O7P)x
分子量
347.22

名称と別名

adenosine 5'-monophosphate5'-adenylic acidAdenosine monophosphate61-19-8adenosine phosphateCardiomonePhosphentasideAdenoviteadenosine 5'-phosphateLycedanPhosaden5'-AMP
名称をさらに表示
5′-Adenylic acid, homopolymerPolyadenylicAcid,M.W.>100,000polyadenylic acid potassium salt mr ~7000000
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補完中

XLogP
-3.5
極性表面積
186 Ų
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

Melting Point · 2 件

196-200 °C

195 °C

Optical Rotation · 2 件

SPECIFIC OPTICAL ROTATION: -26 DEG @ 20 °C/D (C= 2, 10% HCL); & -47.5 DEG @ 20 °C/D (C= 2, 2% NAOH)

MAX ABSORPTION (WATER, PH= 1.1): 255 NM (LOG E= 4.16); SPECIFIC OPTICAL ROTATION: -41.78 DEG @ 50 °C/D (WATER)

Physical DescriptionSolid

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

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

REACH registered substance: Adenosine phosphate (EC: 200-500-0)

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)/

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

関連反応

16 件
反応記録を作成
HRID 1959 の反応式
HRID 1959生成物としてuspto-grants-1998_03
HRID 363340 の反応式
HRID 363340反応物としてuspto-grants-1999_02
HRID 373662 の反応式
HRID 373662溶媒としてuspto-grants-1992_11
HRID 373663 の反応式
HRID 373663反応物としてuspto-grants-1992_11
HRID 897267 の反応式
HRID 897267生成物としてuspto-grants-2005_07
HRID 965471 の反応式
HRID 965471生成物としてuspto-grants-1998_06
HRID 1087709 の反応式
HRID 1087709反応物としてuspto-grants-1990_10
HRID 1288784 の反応式
HRID 1288784反応物としてuspto-grants-1998_05
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Stability/Shelf LifeFREE ACID & ITS SALTS ARE STABLE FOR LONG PERIODS IN DRY STATE; NEUTRAL SOLN ARE ALSO STABLE
Dissociation ConstantsPK1= 3.8; PK2= 6.2
Collision Cross Section · 6 件

167.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

167 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]

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

180.73 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]

179.5 Ų [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

171.5 Ų [M+H]+

物理化学的性質

融点
87.8 °C · 87.800 °C (fusion)
貯蔵温度
20 °C · −20°C

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.

安全データ

F
3-10-21
wgk
3

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.