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(+) -Bicuculline

CAT: 0957-S7071-02Size: 10 mm/ 1 mLDry Ice: YesHazardous: No
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CAT#:0957-S7071-02Size:10 mm/ 1 mL
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Description
(+) -Bicuculline (d-Bicuculline) is a competitive antagonist of GABAA receptors with IC50 of 2 μM, also blocks Ca (2+) -activated potassium channels.
CAS Number
485-49-4
Synonyms
D-Bicuculline
Target
GABA Receptor
Activity
Neuronal Signaling
Molecular Formula
C20H17NO6
Storage Conditions
2 years -80 in solvent

Chemical Information

Bicuculline

Bicuculline is a benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline which is substituted at the 5-pro-S position by a (6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species. It has a role as a GABAA receptor antagonist, an agrochemical, a central nervous system stimulant, a GABA-gated chloride channel antagonist and a neurotoxin. It is a benzylisoquinoline alkaloid, an isoquinoline alkaloid and a member of isoquinolines.

CAS Number485-49-4
PubChem CID10237
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
Molecular FormulaC20H17NO6
Molecular Weight367.4
XLogP2.6
Topological Polar Surface Area66.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Heavy Atom Count27
Formal Charge0
Complexity615
SMILES
CN1CCC2=CC3=C(C=C2[C@H]1[C@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
InChI
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
InChIKey
IYGYMKDQCDOMRE-ZWKOTPCHSA-N
Chemical Structure
2D Structure
2D structure of Bicuculline
CAS: 485-49-4
CID: 10237
Formula: C20H17NO6
MW: 367.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight367.4
XLogP32.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count1
Exact Mass367.10558726
Monoisotopic Mass367.10558726
Topological Polar Surface Area66.5 Ų
Heavy Atom Count27
Formal Charge0
Complexity615
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
HY-N0219-01Bicuculline
MBS3604623-01(+)-Bicuculline
C12419-01(+) -Bicuculline
44241417-100mg-Bicuculline

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