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
이름 더 보기
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
Solubility
1.03 mg/mL
>20.3 [ug/mL] (The mean of the results at pH 7.4)
Ionization Efficiency
Positive
2.88
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
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]
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 °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
- 용해도
- 0.5 M · 0.5 M HCl: 용해성 20mg/mL, 등급 III, 무색 ~ 희미한 노란색 또는 황갈색
- 산도 계수 (pKa)
- 4.12 · 4.12(at 25℃)
- 물리적 상태
- 액체 또는 고체
- 색상
- 무색투명~연황색
- 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
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
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
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
독성 정보
Toxicity Summary
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
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
- 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
화학 및 산업
약리 정보
Pharmacodynamics
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
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.
용도 및 제조
응용 분야
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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
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.
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