아데닌
6-아미노푸린 · 아데닌 · 9H-Purin-6-amine · Adenin · 6-AMINOPURINE · 7H-PURIN-6-AMINE · Ade · Vitamin B4
식별자 및 물리적 특성
| CAS No. | 73-24-5 |
|---|---|
| 분자식 | C5H5N5 |
| 평균 분자량 | 135.13 g/mol |
| 단동위원소 질량 | 135.05449516 g/mol |
| SMILES | Nc1ncnc2nc[nH]c12 |
| InChIKey | GFFGJBXGBJISGV-UHFFFAOYSA-N |
| PubChem CID | 190 |
| ChEMBL | CHEMBL1797130 |
| ChEBI | CHEBI:16708 |
| EC No. | 200-796-1 |
| DTXSID | DTXSID6022557 |
| 현지명 | 아데닌 |
화학 및 물리적 성질
| XLogP | -0.1 |
|---|---|
| 극성 표면적 | 80.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 127 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP(분배 계수) | -0.09 |
| 용해도 | 1.03 mg/mL>20.3 [ug/mL] (The mean of the results at pH 7.4)0.5 M HCl: 용해성 20mg/mL, 등급 III, 무색 ~ 희미한 노란색 또는 황갈색 |
| 녹는점 | 360 °C>360 °C (lit.) |
| Physical Description | Solid |
| Ionization Efficiency | Positive2.882.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Dissociation Constants | 4.15 (at 25 °C) |
| Collision Cross Section | 125.2 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID6022557]122.4 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]119 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine]123.66 Ų [M+H]+ [CCS Type: TW125.1 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]127.9 Ų [M+H]+ [CCS Type: DTMethod: stepped-field] |
| 끓는 점 | 238.81°C (rough estimate) |
| 밀도 | 1.3795 (rough estimate) |
| 굴절률 | 1.7000 (estimate) |
| 인화점 | 220°C |
| 저장 조건 | 2-8°C |
| pKa(산도 계수) | 4.12(at 25℃) |
| 물리적 상태 | 액체 또는 고체 |
| 색상 | 무색투명~연황색 |
| 냄새 | 냄새 없는 |
| 생물학적 소스 | synthetic |
| 용해도 | 0.5g/L(20℃) |
| Merck | 14,152 |
| BRN | 5777 |
| 헨리 상수 | 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(분배 계수) | -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 | DangerH301 (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. |
|---|---|
| 규제 정보 | Chemical: 1H-Purin-6-amineStatus: Active Update: 17-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/25078Adenine: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - 1H-Purin-6-amine: Environment tier I assessment |
| Hazard Classes and Categories | Acute Tox. 3 (96.8%) |
| 독성 요약 | 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 Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | AU6125000 |
| 운송 번호(UN) | UN 2811 6.1/PG 3 |
| 독성 | LD50 orally in rats: 745 mg/kg (Philips) |
| 관세 코드 | 29335990 |
| 위험 문구(R) | 22-20/21/22 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 26-36 |
| 포장분류 | III |
| 위험 등급 | 6.1Acute Tox. 3 Oral |
| 기존화학 물질 | KE-29916 |
| F 고인화성물질 | 8-10-23 |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
용도
개요
찬물에는 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.
개요
adenine 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.
역사
Adenine 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.
용도
Adenine 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 설명
Adenine 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.