d-Bicuculline - analytical standard, Moligand™ , Antagonist of GABA A receptor α1 subunit;Antagonist of GABA A receptor α2 subunit;Antagonist of GABA A receptor α3 subunit;Antagonist of GABA A receptor α4 subunit;Antagonist of GABA A receptor α5 subunit;A, Antagonist of GABA A receptor α1 subunit;Antagonist of GABA A receptor α2 subunit;Antagonist of GABA A receptor α3 subunit;Antagonist of GABA A receptor α4 subunit;Antagonist of GABA A receptor α5 subunit;Antagonist of GABA A receptor α6 subunit;Channel b

CAS: 485-49-4 Cat. No.: B110235 Summenformel: C₂₀H₁₇NO₆ Molekulargewicht: 367.35 Beilstein Registry Number: 98786 EG-Nummer: 207-619-7

GRADE & PURITY Analytical standard, Moligand™

Synonyms

(+)-Bicuculline- Bio-X | KBio1_000609 | HB0896 | HMS501O11 | SR-01000075252 | BCP04180 | HY-N0219 | Lopac0_000234 | MLS002153892 | (6R)-6-((5S)-6-methyl(5,6,7,8-tetrahydro-2H-1,3-dioxolano[4,5-g]isoquinolin-5- yl))-6-hydro-2H-1,3-dioxoleno[4,5-e]isobenzof

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyme

(+)-Bicuculline- Bio-X | KBio1_000609 | HB0896 | HMS501O11 | SR-01000075252 | BCP04180 | HY-N0219 | Lopac0_000234 | MLS002153892 | (6R)-6-((5S)-6-methyl(5,6,7,8-tetrahydro-2H-1,3-dioxolano[4,5-g]isoquinolin-5- yl))-6-hydro-2H-1,3-dioxoleno[4,5-e]isobenzof

Spezifikationen & Reinheit

analytical standard, Moligand™

Storage

Store at 2-8°C

Verschickt in

Wet ice

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Note

Analytischer Standard, Moligand™

Aktionsart

ANTAGONIST, CHANNEL BLOCKER

Mechanismus der Wirkung

Antagonist of GABA A receptor α1 subunit;Antagonist of GABA A receptor α2 subunit;Antagonist of GABA A receptor α3 subunit;Antagonist of GABA A receptor α4 subunit;Antagonist of GABA A receptor α5 subunit;Antagonist of GABA A receptor α6 subunit;Channel b

Namen und Kennungen

• Pubchem Sid: 528770687
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/528770687
• Kanonisches Lächeln: CN1CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
• IUPAC Name: (6R)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one
• InChIKey: IYGYMKDQCDOMRE-ZWKOTPCHSA-N
• INCHI: 1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1
• Isomere SMILES: CN1CCC2=CC3=C(C=C2[C@H]1[C@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
• WGK Deutschland: 3
• RTECS: LV0909840
• UN-Nummer: 1544
• Molekulargewicht: 367.35
• Beilstein: 98786
• Reaxy-Rn: 98784
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=98784&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Klasse Phthalide isoquinolines

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Klasse: Phthalide isoquinolines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phthalide isoquinolines
• Alternative Parents: Tetrahydroisoquinolines Phthalides Benzofuranones Benzodioxoles Aralkylamines Benzenoids Trialkylamines Amino acids and derivatives Lactones Carboxylic acid esters Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Azacyclic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalide isoquinoline - Benzofuranone - Phthalide - Isobenzofuranone - Tetrahydroisoquinoline - Benzodioxole - Isocoumaran - Aralkylamine - Benzenoid - Amino acid or derivatives - Carboxylic acid ester - Lactone - Tertiary amine - Tertiary aliphatic amine - Monocarboxylic acid or derivatives - Acetal - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Azacycle - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Amine - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as phthalide isoquinolines. These are organic compounds with a structure characterized by an isoquinoline moiety linked to phthalide.
• External Descriptors: Isoquinoline alkaloids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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CYP2C19 Tchem Cytochrome P450 2C19 (0 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)

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GABRA1 Tclin Gamma-aminobutyric acid receptor subunit alpha-1 (0 Activities)

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GABRA3 Tclin Gamma-aminobutyric acid receptor subunit alpha-3 (0 Activities)

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GABRA4 Tclin Gamma-aminobutyric acid receptor subunit alpha-4 (0 Activities)

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GABRA5 Tclin Gamma-aminobutyric acid receptor subunit alpha-5 (0 Activities)

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GABRA2 Tclin Gamma-aminobutyric acid receptor subunit alpha-2 (0 Activities)

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GABRA6 Tclin Gamma-aminobutyric acid receptor subunit alpha-6 (0 Activities)

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KCNN1 Tchem Small conductance calcium-activated potassium channel protein 1 (1 Activities)

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KCNN2 Tchem Small conductance calcium-activated potassium channel protein 2 (1 Activities)

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GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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GMNN Tbio Geminin (128009 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Gabrg1 GABA receptor gamma-1 subunit (26 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Mus musculus (284745 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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BCHE Cholinesterase (8742 Activities)

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Gabrp GABA-A receptor; anion channel (5731 Activities)

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Gabrg2 GABA-A receptor; alpha-1/beta-2/gamma-2 (554 Activities)

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Scn2a Sodium channel alpha subunits; brain (Types I, II, III) (344 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Spezifische Drehung [α]: +127.0 to +132.0 deg(C=1, CHCl3)
• Schmelzpunkt (°C): 195-199°C
• Molekulargewicht: 367.400 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 367.106 Da
• Monoisotopic Mass: 367.106 Da
• Topological Polar Surface Area: 66.500 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 615.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1