(-)-Bicuculline methiodide - ≥99%(HPLC) , CAS No.40709-69-1

CAS: 40709-69-1 Cat. No.: B286983 Molecular Weight: 509.3 EC Number: 692-442-1 PubChem CID: 104871
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GRADE & PURITY ≥99%(HPLC)
Synonyms
(+)-Bicuculline methiodide | (S)-6,6-dimethyl-5-((R)-8-oxo-6,8-dihydroisobenzofuro[5,4-d][1,3]dioxol-6-yl)-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium iodide | AI3-50324 | DTXSID60873651 | HMS3414P11 | B-136 | HMS3678P09 | J-100046 | MLS000069
Storage
Room temperature
Shipped In
Normal
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Size
Status
Price
Qty
10mg
B286983-10mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$191.90
50mg
B286983-50mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$813.90
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Why this grade

≥99%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
(+)-Bicuculline methiodide | (S)-6, 6-dimethyl-5-((R)-8-oxo-6, 8-dihydroisobenzofuro[5, 4-d][1, 3]dioxol-6-yl)-5, 6, 7, 8-tetrahydro-[1, 3]dioxolo[4, 5-g]isoquinolin-6-ium iodide | AI3-50324 | DTXSID60873651 | HMS3414P11 | B-136 | HMS3678P09 | J-100046 | MLS000069
Specifications & Purity
≥99%(HPLC)
Biochemical and Physiological Mechanisms
Methiodide form of classical GABAAreceptor antagonist(+)-bicuculline. More water-soluble and stable. Non-GABA receptor-mediated actions reported, including actions on calcium-dependent potassium channels.Methobromide SaltandMethochloride Saltalso availabl
Storage
Room temperature
Shipped In
Normal
Purity
≥99%(HPLC)
Names and Identifiers
Canonical SmilesC[N+]1(CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3)C.[I-]
IUPAC Name(6R)-6-[(5S)-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one;iodide
InChIKeyHKJKCPKPSSVUHY-GRTNUQQKSA-M
INCHI1S/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
Isomeric SMILES C[N+]1(CCC2=CC3=C(C=C2[C@H]1[C@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3)C.[I-]
WGK Germany 3
PubChem CID 104871
Molecular Weight 509.3

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassAlkaloids and derivatives
ClassPhthalide isoquinolines
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentPhthalide isoquinolines
Alternative Parents Tetrahydroisoquinolines  Phthalides  Benzofuranones  Benzodioxoles  Aralkylamines  Benzenoids  Tetraalkylammonium salts  Carboxylic acid esters  Lactones  Acetals  Azacyclic compounds  Oxacyclic compounds  Monocarboxylic acids and derivatives  Hydrocarbon derivatives  Organic iodide salts  Organic oxides  Organopnictogen compounds  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Phthalide isoquinoline - Benzofuranone - Phthalide - Isobenzofuranone - Tetrahydroisoquinoline - Benzodioxole - Isocoumaran - Aralkylamine - Benzenoid - Tetraalkylammonium salt - Quaternary ammonium salt - Carboxylic acid ester - Lactone - Organoheterocyclic compound - Azacycle - Oxacycle - Carboxylic acid derivative - Acetal - Monocarboxylic acid or derivatives - Organic iodide salt - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Amine - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organic salt - Aromatic heteropolycyclic compound
DescriptionThis 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 Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTDSP1 Tchem Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1 (1031 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ddn Putative uncharacterized protein (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilitySolvent:water, Max Conc. mg/mL: 10.19, Max Conc. mM: 20; Solvent:DMSO, Max Conc. mg/mL: 25.46, Max Conc. mM: 50
Molecular Weight509.300 g/mol
XLogP3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass509.034 Da
Monoisotopic Mass509.034 Da
Topological Polar Surface Area63.200 Ų
Heavy Atom Count29
Formal Charge0
Complexity655.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Solution Calculators
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