아데닌

Adenine

HCID 190CAS 73-24-5

기본 정보

표준 SMILES
Nc1ncnc2nc[nH]c12
InChIKey
GFFGJBXGBJISGV-UHFFFAOYSA-N
분자식
C5H5N5
평균 분자량
135.13 g/mol
단동위원소 질량
135.05449516

개요

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.

이름 및 식별자

우선 이름
Adenine
IUPAC
7H-purin-6-amine
현지명
아데닌
영어명
Adenine
분자식
C5H5N5
분자량
135.13

이름 및 동의어

adenine73-24-56-Aminopurine1H-Purin-6-amine7H-Purin-6-amineAdeninimineAdeninLeuco-46-Amino-1H-purine6-Amino-7H-purine6-Amino-9H-purine6-Amino-3H-purine
이름 더 보기
6-아미노푸린아데닌9H-Purin-6-amineAdeVitamin B4ANEPurin-6-amine
1,6-Dihydro-6-iminopurine3,6-Dihydro-6-iminopurineDTXSID6022557NSC-14666CHEBI:16708JAC85A2161DTXCID502557NSC14666

데이터베이스 식별자

CAS
73-24-5
PubChem CID
190
DTXSID
DTXSID6022557
ChEMBL
CHEMBL1797130、CHEMBL226345、CHEMBL539503
ChEBI
CHEBI:16708
UNII
JAC85A2161
EC Number
200-796-1
Nikkaji
J5.257D

물성

구조 계산 물성

XLogP
-0.1
극성 표면적
80.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
4
회전 가능 결합 수
0
무거운 원자 수
10

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP-0.09
Solubility · 2건

1.03 mg/mL

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

Melting Point360 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
360 °C · >360 °C (lit.)
끓는 점
238.81 °C · 238.81°C (rough estimate)
밀도
1.3795 · 1.3795 (rough estimate)
굴절률
1.7 · 1.7000 (estimate)
인화점
220 °C · 220°C
저장 조건
2 · 2-8°C
화학적 성질 · 1건

Adenine is a prominent member of the family of naturally occurring purines. Adenine occurs not only in ribonucleic acids (RNA), and deoxyribonucleic acids (DNA), but in nucleosides, such as adenosine, and nucleotides, such as adenylic acid, which may be linked with enzymatic functions quite apart from nucleic acids. Adenine, in the form of its ribonucleotide, is produced in mammals and fowls endogenously from smaller molecules and no nutritional essentiality is ascribed to it. In the nucleosides, nucleotides, and nucleic acids, the attachment or the sugar moiety is at position 9.The purines and pyrimidines absorb ultraviolet light readily, with absorption peaks at characteristic frequencies. This has aided in their identification and quantitative determination.

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Regulatory Information · 3건

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%)

독성 정보

Toxicity Summary · 1건

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).

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
AU6125000
ridadr
UN 2811 6.1/PG 3
독성
LD50 orally in rats: 745 mg/kg (Philips)
HS 번호
29335990

화학 및 산업

약리 정보

Pharmacodynamics · 1건

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 · 1건

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)

용도 및 제조

UsesFor nutritional supplementation, also for treating dietary shortage or imbalance
General Manufacturing Information9H-Purin-6-amine: ACTIVE
응용 분야 · 5건

개요찬물에는 잘 녹지 않으며 양쪽성 물질로 산과 염기 모두에 잘 녹는다. 염산을 가하여 180~200 °C로 가열하면 분해된다. 아질산과 작용하면 하이포잔틴이 되고, 산화되면 요소를 생성한다. 산 또는 염기와 반응하여 생성된 염을 이용하여 정제할 수 있다.

개요adenine is one of the purine nitrogenous bases that composes DNA and RNA; composed of two carbon–nitrogen rings. Adenine bonds with thymine in DNA and with uracil in RNA (see base pairing rule); it is also a major component of other molecules such as adenosine triphosphate.

역사Adenine is one of the two purines found in DNA and RNA. The other is guanine. Adenine and guanine are called bases in reference to DNA and RNA. A nucleic acid base attached to ribose forms a ribonucleoside. Adenine combined with ribose produces the nucleoside adenosine.

용도Adenine is used as an active component of boron-deficient media to grow yeast in order to assess whether yeast growth is stimulated by boron. It is useful as a local antiseptic and vitamin B4. Further, it is used in the microbial determination of niacin. It is also employed as a food supplement for adult rats to investigate the effects of dietary adenine overload. In addition to this, it is used in the production of nucleotides of the nucleic acids.

일반 설명Adenine is a purine nucleobase. It is part of DNA, and RNA. Adenine is also a component of cofactors (NAD, FAD) and signaling molecules (cAMP). It is a nitrogenous base found in DNA and RNA. It is also a constituent of certain coenzymes and when combined with the sugar ribose it forms the nucleoside adenosine found in AMP, ADP, and ATP. Adenine has a purine ring structure. It is one of the major component bases ofnucleotides and the nucleic acidsDNA and RNA.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [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]
추가 설명 · 1건

정의ChEBI: 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 human metabolite, a Daphnia magna metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purine nucleobase and a member of 6-aminopurines. It derives from a hydride of a 9H-purine.

관련 반응

202건

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