Grouped product items

SKU

Size

Availability

Price

Qty

B110236-25mg

25mg

In stock

$32.90

B110236-100mg

100mg

Available within 4-8 weeks(?)

$107.90

B110236-500mg

500mg

In stock

$486.90

Basic Description

Synonyms	(+)-Bicuculline\|bicuculline\|485-49-4\|d-Bicuculline\|Bicculine\|Bicucullin\|Bicuculline (+)\|CHEBI:3092\|CHEMBL417990\|Y37615DVKC\|NSC32192\|NSC-32192\|(6R)-6-[(5S)-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e][1,3]benzodioxol-8(6H)-one
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	GABA A antagonist.
Storage Temp	Store at 2-8°C,Protected from light,Argon charged
Shipped In	Wet ice
Grade	Moligand™
Action Type	ANTAGONIST, CHANNEL BLOCKER
Mechanism of action	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
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Associated Targets

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

Discover Target: GABRA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

Discover Target: EHMT2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GABRG1 Tclin Gamma-aminobutyric acid receptor subunit gamma-1 0 Activities

Discover Target: GABRG1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: GABRA3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: GABRA4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: GABRA5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CBX1 Tbio Chromobox protein homolog 1 0 Activities

Discover Target: CBX1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: GABRA2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: GABRA6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GMNN Tbio Geminin 0 Activities

Discover Target: GMNN

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Discover Target: HDAC6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TXNRD1 Tclin Thioredoxin reductase 1, cytoplasmic 0 Activities

Discover Target: TXNRD1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SCN1A Tclin Sodium channel protein type 1 subunit alpha 0 Activities

Discover Target: SCN1A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase 0 Activities

Discover Target: ACHE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

BCHE Tclin Cholinesterase 0 Activities

Discover Target: BCHE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: KCNN1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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

Discover Target: KCNN2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KPNB1 Tbio Importin subunit beta-1 0 Activities

Discover Target: KPNB1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

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
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
InChi Key	IYGYMKDQCDOMRE-ZWKOTPCHSA-N
Canonical SMILES	CN1CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
Isomeric SMILES	CN1CCC2=CC3=C(C=C2[C@H]1[C@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
WGK Germany	3
RTECS	LV0909840
PubChem CID	10237
UN Number	1544
Molecular Weight	367.35
Beilstein	98786
Reaxy-Rn	98786

Database links

PubChem CID	10237
ChEBI	CHEBI:3092
CAS Registry No.	485-49-4
ChEMBL Ligand	CHEMBL417990
BindingDB Ligand	50000693
Wikipedia	Bicuculline
RCSB PDB Ligand	H0Z

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

5 results found

Lot Number	Certificate Type	Date	Item
C2311780	Certificate of Analysis	Dec 19, 2022	B110236
C2311781	Certificate of Analysis	Dec 19, 2022	B110236
C2311782	Certificate of Analysis	Dec 19, 2022	B110236
C2311783	Certificate of Analysis	Dec 19, 2022	B110236
C2314330	Certificate of Analysis	Dec 19, 2022	B110236

Chemical and Physical Properties

Solubility	Solubility in Chloroform almost transparency
Sensitivity	Air & light sensitive
Specific Rotation[α]	+127.0 to +132.0 deg(C=1, CHCl3)
Melt Point(°C)	195-199°C

Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS09
Signal	Danger
Hazard Statements	H311:Toxic in contact with skin H331:Toxic if inhaled H400:Very toxic to aquatic life H300:Fatal if swallowed H311+H331:Toxic in contact with skin or if inhaled.
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P391:Collect spillage. P330:Rinse mouth. P361+P364:Take off immediately all contaminated clothing and wash it before reuse. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P316:Get emergency medical help immediately.
WGK Germany	3
RTECS	LV0909840
Reaxy-Rn	98786
Merck Index	1203

References

1. Uwechue NM et al.. (2012) Activation of glutamate transport evokes rapid glutamine release from perisynaptic astrocytes.. J Physiol, 590 (Pt 10): (2317-31). [PMID:22411007]
2. Ren L et al.. (2018) Anesthetics alleviate learning and memory impairment induced by electroconvulsive shock by regulation of NMDA receptor-mediated metaplasticity in depressive rats.. Neurobiol Learn Mem, 155 (65-77). [PMID:29953948]
3. Anderson GR et al.. (2009) Changes in striatal signaling induce remodeling of RGS complexes containing Gbeta5 and R7BP subunits.. Mol Cell Biol, 29 (11): (3033-44). [PMID:19332565]
4. Ye ZY et al.. (2012) Casein kinase 2-mediated synaptic GluN2A up-regulation increases N-methyl-D-aspartate receptor activity and excitability of hypothalamic neurons in hypertension.. J Biol Chem, 287 (21): (17438-46). [PMID:22474321]
5. Martinello K et al.. (2015) Cholinergic afferent stimulation induces axonal function plasticity in adult hippocampal granule cells.. Neuron, 85 (2): (346-63). [PMID:25578363]
6. Glasgow SD et al.. (2012) Cholinergic suppression of excitatory synaptic transmission in layers II/III of the parasubiculum.. Neuroscience, 201 (1-11). [PMID:22138154]
7. Zhao YL et al.. (2012) Chronic opioid potentiates presynaptic but impairs postsynaptic N-methyl-D-aspartic acid receptor activity in spinal cords: implications for opioid hyperalgesia and tolerance.. J Biol Chem, 287 (30): (25073-85). [PMID:22679016]
8. Dovgan AV et al.. (2010) Decoding glutamate receptor activation by the Ca2+ sensor protein hippocalcin in rat hippocampal neurons.. Eur J Neurosci, 32 (3): (347-58). [PMID:20704590]
9. Mishra P & Narayanan R. (2022) Conjunctive changes in multiple ion channels mediate activity-dependent intrinsic plasticity in hippocampal granule cells.. iScience, 25 (3): (103922). [PMID:35252816]
10. Pizzarelli R & Cherubini E. (2013) Developmental regulation of GABAergic signalling in the hippocampus of neuroligin 3 R451C knock-in mice: an animal model of Autism.. Front Cell Neurosci, 7 (85). [PMID:23761734]
11. García-Junco-Clemente P et al.. (2010) Cysteine string protein-alpha prevents activity-dependent degeneration in GABAergic synapses.. J Neurosci, 30 (21): (7377-91). [PMID:20505105]
12. Hetzel A et al.. (2012) Effect of amphetamine place conditioning on excitatory synaptic events in the basolateral amygdala ex vivo.. Neuroscience, 206 (7-16). [PMID:22280974]
13. Bard L et al.. (2010) Dynamic and specific interaction between synaptic NR2-NMDA receptor and PDZ proteins.. Proc Natl Acad Sci U S A, 107 (45): (19561-6). [PMID:20974938]
14. Suárez F et al.. (2010) Functional heterogeneity of NMDA receptors in rat substantia nigra pars compacta and reticulata neurones.. Eur J Neurosci, 32 (3): (359-67). [PMID:20618827]
15. Schröter M et al.. (2022) Functional imaging of brain organoids using high-density microelectrode arrays.. MRS Bull, 47 (6): (530-544). [PMID:36120104]
16. Zonouzi M et al.. (2015) GABAergic regulation of cerebellar NG2 cell development is altered in perinatal white matter injury.. Nat Neurosci, 18 (5): (674-82). [PMID:25821912]
17. Li MH et al.. (2014) GABAergic transmission and enhanced modulation by opioids and endocannabinoids in adult rat rostral ventromedial medulla.. J Physiol, [PMID:25362151]
18. Höft S et al.. (2014) Heterogeneity in expression of functional ionotropic glutamate and GABA receptors in astrocytes across brain regions: insights from the thalamus.. Philos Trans R Soc Lond B Biol Sci, 369 (1654): (20130602). [PMID:25225096]
19. Le Roux N et al.. (2013) Input-specific learning rules at excitatory synapses onto hippocampal parvalbumin-expressing interneurons.. J Physiol, 591 (Pt 7): (1809-22). [PMID:23339172]
20. Dingle YL et al.. (2021) Integrated functional neuronal network analysis of 3D silk-collagen scaffold-based mouse cortical culture.. STAR Protoc, 2 (100292). [PMID:33537680]
21. Lanore F et al.. (2010) Impaired development of hippocampal mossy fibre synapses in mouse mutants for the presynaptic scaffold protein Bassoon.. J Physiol, 588 (Pt 12): (2133-45). [PMID:20421286]
22. Huang Z et al.. (2009) Loss of dendritic HCN1 subunits enhances cortical excitability and epileptogenesis.. J Neurosci, 29 (35): (10979-88). [PMID:19726656]
23. Vecchia D et al.. (2014) Mechanism underlying unaltered cortical inhibitory synaptic transmission in contrast with enhanced excitatory transmission in CaV2.1 knockin migraine mice.. Neurobiol Dis, 69 (225-34). [PMID:24907493]
24. Chanda S & Xu-Friedman MA. (2010) Neuromodulation by GABA converts a relay into a coincidence detector.. J Neurophysiol, 104 (4): (2063-74). [PMID:20702743]
25. Ye ZY et al.. (2012) NKCC1 upregulation disrupts chloride homeostasis in the hypothalamus and increases neuronal activity-sympathetic drive in hypertension.. J Neurosci, 32 (25): (8560-8). [PMID:22723696]
26. Blazon M et al.. (2021) N-type calcium channels control GABAergic transmission in brain areas related to fear and anxiety.. OBM Neurobiol, 5 [PMID:33521586]
27. Antonelli R et al.. (2014) Pin1-dependent signalling negatively affects GABAergic transmission by modulating neuroligin2/gephyrin interaction.. Nat Commun, 5 (5066). [PMID:25297980]
28. Ye ZY et al.. (2011) Protein kinase CK2 increases glutamatergic input in the hypothalamus and sympathetic vasomotor tone in hypertension.. J Neurosci, 31 (22): (8271-9). [PMID:21632948]
29. Malik AR et al.. (2019) SorCS2 Controls Functional Expression of Amino Acid Transporter EAAT3 and Protects Neurons from Oxidative Stress and Epilepsy-Induced Pathology.. Cell Rep, 26 (10): (2792-2804.e6). [PMID:30840898]
30. Li DP et al.. (2012) Switch to glutamate receptor 2-lacking AMPA receptors increases neuronal excitability in hypothalamus and sympathetic drive in hypertension.. J Neurosci, 32 (372-80). [PMID:22219297]
31. Renden R & von Gersdorff H. (2007) Synaptic vesicle endocytosis at a CNS nerve terminal: faster kinetics at physiological temperatures and increased endocytotic capacity during maturation.. J Neurophysiol, 98 (6): (3349-59). [PMID:17942618]
32. Huang Z et al.. (2012) TRIP8b-independent trafficking and plasticity of adult cortical presynaptic HCN1 channels.. J Neurosci, 32 (42): (14835-48). [PMID:23077068]
33. Bazelot M et al.. (2010) Unitary inhibitory field potentials in the CA3 region of rat hippocampus.. J Physiol, 588 (Pt 12): (2077-90). [PMID:20403979]
34. Brady JD et al.. (2010) Vesicular GABA release delays the onset of the Purkinje cell terminal depolarization without affecting tissue swelling in cerebellar slices during simulated ischemia.. Neuroscience, 168 (108-17). [PMID:20226232]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.