14343

1(S),9(R)-(−)-Bicuculline methiodide

≥95.0% (HPCE)

• 동의어(들): (5S)-5-[(6R)-6,8-Dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl]-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium iodide
• 실험식(Hill 표기법): C₂₁H₂₀INO₆
• CAS Number: 40709-69-1
• Molecular Weight: 509.29
• Beilstein: 5419649
• MDL number: MFCD00078966
• UNSPSC 코드: 12352200
• PubChem Substance ID: 329750456
• NACRES: NA.77

속성

• 분석: ≥95.0% (HPCE)
• 양식: powder
• 광학 활성: [α]/D -117±7°, c = 1 in chloroform
• solubility: H₂O: 10 mg/mL, almost clear, greenish-yellow
• 저장 온도: 2-8°C
• SMILES string: [I-].[H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@]4([H])c5cc6OCOc6cc5CC[N+]4(C)C
• InChI: 1S/C21H20NO6.HI/c1-22(2)6-5-11-7-15-16(26-9-25-15)8-13(11)18(22)19-12-3-4-14-20(27-10-24-14)17(12)21(23)28-19;/h3-4,7-8,18-19H,5-6,9-10H2,1-2H3;1H/q+1;/p-1/t18-,19+;/m0./s1
• InChI key: HKJKCPKPSSVUHY-GRTNUQQKSA-M

설명

일반 설명

Bicuculline is a phthalide isoquinoline alkaloid, which is extracted from Dicentra cucullaria.[1] It acts as an acetylcholinesterase inhibitor.[2] Bicuculline inhibits slow afterhyperpolarization (AHP).[3]

애플리케이션

1(S),9(R)-(-)-Bicuculline methiodide has been used as a gamma-aminobutyric acid (GABA) antagonist to block inhibition in the semicoronal slices.[4] It has also been used for the preparation of organotypic hippocampal slice cultures (OHSCs).[5]

생화학적/생리학적 작용

(-)-Bicuculline methiodide is a GABAA receptor antagonist, which acts as a competitive inhibitor of GABA ligand binding to the receptor.

특징 및 장점

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the GABAA Receptors and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

제조 메모

prepared from (+)-bicuculline

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: Eyeshields, Gloves, type N95 (US)