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Adenine

HCID 178804112
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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
134434-49-4
標準SMILES
N=c1[nH]cnc2[nH]cnc12
InChIKey
GFFGJBXGBJISGV-UHFFFAOYSA-N
分子式
C5H5N5
平均分子量
135.13 g/mol

概要

Adenine is the parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and a Daphnia magna metabolite. It is a member of 6-aminopurines and a purine nucleobase. It derives from a hydride of a 9H-purine.

名称と識別子

優先名称
Adenine
IUPAC
7H-purin-6-amine
英語名
6H-Purin-6-imine, 1,9-dihydro-, (E)- (9CI)
分子式
C5H5N5
分子量
135.13

名称と別名

adenine73-24-56-Aminopurine1H-Purin-6-amine7H-Purin-6-amineAdeninimineAdeninLeuco-46-Amino-1H-purine6-Amino-7H-purine6-Amino-9H-purine6-Amino-3H-purine
名称をさらに表示
6H-Purin-6-imine, 1,9-dihydro-, (E)- (9CI)
1,6-Dihydro-6-iminopurine3,6-Dihydro-6-iminopurineDTXSID6022557NSC-14666CHEBI:16708JAC85A2161DTXCID502557NSC14666

データベース識別子

CAS
134434-49-4
ChEMBL
CHEMBL1797130、CHEMBL226345、CHEMBL539503
ChEBI
CHEBI:16708
UNII
JAC85A2161
EC Number
200-796-1
Nikkaji
J5.257D

物性

構造計算による物性

XLogP
-0.1
極性表面積
80.5 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
0
重原子数
10
形式電荷
0
複雑度
127

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 件

-0.09

-0.05

Solubility · 2 件

1.03 mg/mL

>20.3 [ug/mL] (The mean of the results at pH 7.4)

Melting Point360 °C
Physical DescriptionSolid
Ionization Efficiency · 6 件

Positive

2.88

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Dissociation Constants4.15 (at 25 °C)
Collision Cross Section · 6 件

125.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID6022557]

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

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

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

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 · 4 件

Danger

H301 (96.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 349 reports by companies from 10 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: 1H-Purin-6-amine

Status: Active Update: 17-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/25078

Adenine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1H-Purin-6-amine: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (96.8%)

毒性情報

Toxicity Summary · 1 件

Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose, and it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between reactions. In older literature, adenine was sometimes called Vitamin B4Not Available

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

Pharmacodynamics · 1 件

Adenine (sometimes known as vitamin B4) combines with the sugar ribose to form adenosine, which in turn can be bonded with from one to three phosphoric acid units, yielding AMP, ADP and ATP . These adenine derivatives perform important functions in cellular metabolism. Adenine is one of four nitrogenous bases utilized in the synthesis of nucleic acids. A modified form of adenosine monophosphate (cyclic AMP) is an imporant secondary messenger in the propagation of many hormonal stimuli. Adenine is an integral part of the structure of many coenzymes. Adenosine (adenine with a ribose group) causes transient heart block in the AV node of the heart. In individuals suspected of suffering from a supraventricular tachycardia (SVT), adenosine is used to help identify the rhythm. Certain SVTs can be successfully terminated with adenosine.

Mechanism of Action · 1 件

Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose, and it forms adenosine triphosphate (ATP), which drives many cellular metabolic processes by transferring chemical energy between reactions.

Tissue LocationsAll Tissues
Cellular LocationsCytoplasm
Metabolite PathwaysAdenine phosphoribosyltransferase deficiency (APRT)

用途と製造

UsesFor nutritional supplementation, also for treating dietary shortage or imbalance
General Manufacturing Information9H-Purin-6-amine: ACTIVE

関連反応

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化合物ノート

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ノートを作成反応を作成見積依頼を出す

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

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