기본 정보
- 표준 SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC(CO)CO- InChIKey
RCRCTBLIHCHWDZ-DOFZRALJSA-N- 분자식
- C23H38O4
- 평균 분자량
- 378.5 g/mol
- 단동위원소 질량
- 378.2770097
개요
2-arachidonoylglycerol is an endocannabinoid and an endogenous agonist of the cannabinoid receptors (CB1 and CB2). It is an ester formed from omega-6-arachidonic acid and glycerol. It has a role as a human metabolite. It is a 2-acylglycerol 20:4 and an endocannabinoid. It is functionally related to an arachidonic acid.
이름 및 식별자
- 우선 이름
- 2-Arachidonylglycerol
- IUPAC
- 1,3-dihydroxypropan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
- 영어명
- 2-AG
- 분자식
- C23H38O4
- 분자량
- 378.55
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
53847-30-6- PubChem CID
- 5282280
- DTXSID
DTXSID001017454- ChEMBL
CHEMBL122972- ChEBI
CHEBI:52392- UNII
- 8D239QDW64
- Nikkaji
- J671.147B
물성
구조 계산 물성
- XLogP
- 5.3
- 극성 표면적
- 66.8 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 18
- 무거운 원자 수
- 27
- 형식 전하
- 0
- 복잡도
- 445
실험 및 물리화학적 성질
물리화학적 성질
- 끓는 점
- 508.6 · 508.6±50.0 °C(Predicted)
- 밀도
- 0.992 · 0.992±0.06 g/cm3(Predicted)
- 인화점
- 2 °C · 2 °C
- 저장 조건
- -20 °C · -20°C
- 용해도
- 10 mg/ml; · DMSO: 10 mg/ml; Ethanol: Miscible; PBS (pH 7.2): ~150 μg/ml
- 물리적 상태
- 아세토니트릴 용액
- 산도 계수 (pKa)
- 13.54 · 13.54±0.10(Predicted)
- 색상
- Colorless to light yellow
- InChIKey
- RCRCTBLIHCHWDZ-DOFZRALJSA-N
- SMILES
- [H]C(CO)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)CO
안전 및 규제
안전 데이터
- wgk
- 2
- ridadr
- UN 1648 3/PG 2
- risk_code
- 11-20/21/22-36
- hazard_code
- F,Xn
- safety_code
- 26-36/37-16
- 스토리지 클래스
- 12 - Non Combustible Liquids
화학 및 산업
약리 정보
응용 분야
용도2-Arachidonoylglycerol is a major endocannabinoid, which can inhibit synaptic transmission by presynaptic cannabinoid CB1 receptors. It plays an inhibitory role in the bombesin-induced activation of central adrenomedullary outflow in rats.
일반 설명2-Arachidonoylglycerol (2-AG), is an endocannabinoid, an endogenous agonist of the CB1 receptor. 2-AG, unlike anandamide, is present at relatively high levels in the central nervous system; it is the most abundant molecular species of monoacylglycerol found in mouse and rat brain (~5-10 nmol/g tissue). Detection of 2-AG in brain tissue is complicated by the relative ease of its isomerization to 1-AG during standard lipid extraction conditions. Unlike anandamide, formation of 2-AG is calcium-dependent and is mediated by the activities of phospholipase C (PLC) and diacylglycerol lipase (DAGL). 2-AG acts as a full agonist at the CB1 receptor. At a concentration of 0.3nM, 2-AG induces a rapid, transient increase in intracellular free calcium in NG108-15 neuroblastoma X glioma cells through a CB1 receptor-dependent mechanism. 2-AG is hydrolyzed in vitro by monoacylglycerol lipase (MAGL), fatty acid amide hydrolase (FAAH), and the uncharacterized serine hydrolase enzymes ABHD6 and ABHD12.
상·하류 제품 정보
상류 원료
하류 제품
공급사46 곳
추가 설명
정의ChEBI: An endocannabinoid and an endogenous agonist of the cannabinoid receptors (CB1 and CB2). It is an ester formed from omega-6-arachidonic acid and glycerol.
관련 반응
연결된 노트
불러오는 중…