기본 정보
- CAS
1867-73-8- 표준 SMILES
CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O- InChIKey
VQAYFKKCNSOZKM-IOSLPCCCSA-N- 분자식
- C11H15N5O4
- 평균 분자량
- 281.27 g/mol
- 단동위원소 질량
- 281.11240396
개요
N(6)-methyladenosine is a methyladenosine compound with one methyl group attached to N6 of the adenine nucleobase.
이름 및 식별자
- 우선 이름
- N6-Methyladenosine
- IUPAC
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)purin-9-yl]oxolane-3,4-diol
- 현지명
- 6-메틸라미노퓨린9-리보푸라노사이드
- 영어명
- 6-Methylaminopurine 9-ribofuranoside
- 분자식
- C11H15N5O4
- 분자량
- 281.27
이름 및 동의어
N6-Methyladenosine1867-73-8N-Methyladenosine6-MethyladenosineN(6)-Methyladenosine6-Methylaminopurinosine6-Methylaminopurine riboside6-Methylaminopurine D-ribosideN6-methyladenosine (m6A)6-Methylaminopurine ribonucleosideCHEBI:21891CLE6G00625
이름 더 보기
6-메틸라미노퓨린9-리보푸라노사이드CS-1297N6-Me-AN6-Me-rAN6-Me-ArN6-Me-AdenosineN6,N6-Methyladenosin
NSC-29409DTXSID6020858(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)-9H-purin-9-yl]oxolane-3,4-diolN(6)mAdo(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-(methylamino)-9H-purin-9-yl)oxolane-3,4-diolRefChem:927418DTXCID20858Adenosine, N-methyl-
데이터베이스 식별자
- CAS
1867-73-8- PubChem CID
- 102175
- DTXSID
DTXSID6020858- ChEMBL
CHEMBL383144
물성
구조 계산 물성
- XLogP
- -0.4
- 극성 표면적
- 126 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 20
- 형식 전하
- 0
- 복잡도
- 349
실험 및 물리화학적 성질
Physical DescriptionSolid
Collision Cross Section159.67 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
물리화학적 성질
- 녹는점
- 172 °C · 172 °C
- 끓는 점
- 649.1 · 649.1±65.0 °C(Predicted)
- 밀도
- 1.85 · 1.85±0.1 g/cm3(Predicted)
- 저장 조건
- 2 · Keep in dark place,Sealed in dry,2-8°C
- 용해도
- DMSO (약간 용해됨), 메탄올(약간 용해됨,가열, 초음파 처리)
- 산도 계수 (pKa)
- 13.12 · 13.12±0.70(Predicted)
- 물리적 상태
- 가루
- 색상
- White to off-white
- 수소이온지수(pH)
- 4 · 4.0
- 안정성
- 흡습성
- InChI
- InChI=1S/C11H15N5O4/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11,17-19H,2H2,1H3,(H,12,13,14)/t5-,7-,8-,11-/m1/s1
- InChIKey
- VQAYFKKCNSOZKM-IOSLPCCCSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)NC)N=C2)[C@H](O)[C@@H]1O
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- 신호 어
- Warning
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Substances that are destructive to protozoans.
Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins.
Tissue LocationsPlacenta
응용 분야
개요N6-Methyladenosine is an adenosine analog. It inhibits epinephrine-induced contraction of isolated guinea pig ileum and thoracic aorta when used at a concentration of 10 μM. N6-Methyladenosine (1 mg/kg, i.v.) decreases arterial blood pressure and renal blood flow and increases peripheral resistance in anesthetized dogs. It also inhibits tumor growth in the C3H/ST and C3HB/ST mouse models of spontaneous mammary adenocarcinomas. N6-Methyladenosine is also the most prevelant mRNA modification in eukaryotes and has roles in cell viability and development.
용도N6-Methyladenosine is the most common internal modification of eukaryotic mRNA. The result of this modification is specifically recognized mRNA in the cytoplasm which regulates mRNA stability.N6-Methyladenosine is made when a protein complex containin the writer enzyme METTL3 adds a methyl group to adenosine. Two different eraser enzymes ALKBH5 and FTO can remove a methyl group to turn m6A bach into adenosine.
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