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아데닌

Adenine

HCID 190
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
73-24-5
표준 SMILES
Nc1ncnc2nc[nH]c12
InChIKey
GFFGJBXGBJISGV-UHFFFAOYSA-N
분자식
C5H5N5
평균 분자량
135.13 g/mol
단동위원소 질량
135.05449518

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
형식 전하
0
복잡도
127

실험 및 물리화학적 성질

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

-0.09

-0.05

Solubility · 2건

1.03 mg/mL

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

Melting Point360 °C
Physical DescriptionSolid
Ionization Efficiency · 6건

Positive

2.88

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

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

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]

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

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

REACH registered substance: Adenine (EC: 200-796-1)

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

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.

관련 반응

202건
반응 기록 만들기
HRID 1553 반응식
HRID 1553반응물로uspto-grants-1998_03
HRID 5953 반응식
HRID 5953반응물로uspto-grants-1993_09
HRID 37069 반응식
HRID 37069반응물로uspto-grants-1995_05
HRID 58220 반응식
HRID 58220반응물로uspto-grants-2016_09
HRID 133114 반응식
HRID 133114반응물로uspto-grants-2008_06
HRID 133116 반응식
HRID 133116반응물로uspto-grants-2008_06
HRID 241919 반응식
HRID 241919반응물로uspto-grants-2014_02
HRID 241920 반응식
HRID 241920반응물로uspto-grants-2014_02
1 / 26 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기

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]

물리화학적 성질

녹는점
360 to · 360 to 365 °C (680 to 689 °F; 633 to 638 K) decomposes
끓는 점
238.81 °C · 238.81°C (rough estimate)
밀도
1.6 g/cm3 · 1.6 g/cm3 (calculated)
굴절률
1.7 · 1.7000 (estimate)
인화점
Not applicable
저장 조건
2 · 2-8°C
용해도
0.5 M · 0.5 M HCl: 용해성 20mg/mL, 등급 III, 무색 ~ 희미한 노란색 또는 황갈색
물리적 상태
crystalline
산도 계수 (pKa)
4.12 · 4.12(at 25℃)
색상
white to light yellow
냄새
냄새 없는
생물학적 소스
synthetic
수용성
0.5 g/L · 0.5g/L(20℃)
Merck
14 · 14,152
BRN
5777 · 5777
Henry's Law Constant
1.3 · 1.3×109 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
안정성
안정적인. 습기에 민감합니다. 강한 산화제와 호환되지 않습니다.
화장품 원료 기능
피부 컨디셔닝
InChI
1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
InChIKey
GFFGJBXGBJISGV-UHFFFAOYSA-N
SMILES
Nc1ncnc2[nH]cnc12
LogP
-0.09 · -0.090
NIST
Adenine(73-24-5)
EPA
Adenine (73-24-5)
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.

rtecs
AU6125000
ridadr
UN 2811 6.1/PG 3
독성
LD50 orally in rats: 745 mg/kg (Philips)
HS 번호
29335990
risk_code
22-20/21/22
hazard_code
Xn,Xi
safety_code
26-36
포장분류
III
위험 등급
6.1
기존화학 물질
KE-29916
F 고인화성물질
8-10-23
Hazard Classifications
Acute Tox. 3 Oral
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

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.

상·하류 제품 정보

상류 원료

Concentrated hydrochloric acidAdenine phosphate salt(1:1)히드로아황산 나트륨6-Chloropurine에틸알코올4,6-Dichloro-5-nitropyrimidine4,6-Diamino-5-nitropyrimidine포스포러스옥시클로라이드하이포크산틴Decolorized activated carbonN,N-디메틸아닐린염산 히드록실아민염화칼륨2-메틸술파닐-7H-푸린-6-아민4,5,6-트리아미노피리미딘 설페이트6-아미노-2-메르캅토퓨린6-N-하이드록실라미노퓨린

하류 제품

Adenine phosphate salt(1:1)6-benzylaminopurine에이사이클로비르조효소 A3-Methyladenine퓨린
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.