Completing data — refresh the page later to see the latest
Basic information
- CAS
485-49-4- Standard SMILES
CN1CCc2cc3c(cc2[C@H]1[C@@H]1OC(=O)c2c1ccc1c2OCO1)OCO3- InChIKey
IYGYMKDQCDOMRE-ZWKOTPCHSA-N- Molecular formula
- C20H17NO6
- Average molar mass
- 367.4 g/mol
- Monoisotopic mass
- 367.10558726
Names & identifiers
- Preferred name
- Bicuculline
- IUPAC
- (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
- English name
- (+)-Bicuculline
- Molecular formula
- C20H17NO6
- Molecular weight
- 367.35
Names & synonyms
bicuculline485-49-4d-BicucullineBicculineBicucullinY37615DVKC(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-oneDTXSID3042687NSC-32192CHEBI:3092(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)-oneFuro(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R-(R*,S*))-
Show more names
BucucullineNSC 3219NSC 32192)(+)-BICUCULINE(+)-BICUCULLINEPLUS-BICUCULLINE(+)-Bicuculline-RM
(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(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(6R)-6-((5S)-6-methyl-7,8-dihydro-5H-(1,3)dioxolo(4,5-g)isoquinolin-5-yl)-6H-furo(4,3-g)(1,3)benzodioxol-8-one(6R)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[4,3-g][1,3]benzodioxol-8-oneRefChem:1196606-(5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)furo(3,4-e)1,3-benzodioxol-8(6H)oneDTXCID1022687(10R)-10-((5S)-6-methyl-2H,5H,6H,7H,8H-(1,3)dioxolo(4,5-g)isoquinolin-5-yl)-3,5,11-trioxatricyclo(7.3.0.02,6)dodeca-1(9),2(6),7-trien-12-one
Properties
Computed structural propertiesFilling in
- XLogP
- 2.6
- Topological polar surface area
- 66.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 1
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 615
Physicochemical properties
- Melting point
- 193 · 193-197 °C
- alpha
- 25 · D25 +130.5° (CHCl3)
- Boiling point
- 497.92 °C · 497.92°C (rough estimate)
- Density
- 1.3694 · 1.3694 (rough estimate)
- refractive index
- 1.56 · 1.5600 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Benzene, Chloroform, DMSO, Ethyl Acetate
- pka
- 4.84 · 4.84(at 25℃)
- form
- Off-white to yellow powder.
- color
- Pale Yellow
- optical activity
- 20 · [α]20/D +126±6°, c = 1% in chloroform
- λmax
- 325 nm · 325nm(lit.)
- Merck
- 14 · 14,1203
- BRN
- 98786 · 98786
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-23
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- LV0909840
- ridadr
- UN 1544 6.1/PG 2
- hs_code
- 29399990
- Toxicity
- LD50 ipr-mus: 8480 mg/kg CUTOEX 1,199,93
- risk_code
- 23/24/25-50-36/37/38-20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- T,N,Xn
- safety_code
- 36/37-45-61-36-26
- hazard_class
- 6.1(b)
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- III
- Hazard statements
- H300+H310+H330-H400
- Hazard Classifications
- Acute Tox. 2 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1
- Precautionary statements
- P260-P262-P273-P280-P302+P352+P310-P304+P340+P310
Chemistry & industry
Applications
UsesGABAA receptor antagonist.
UsesGABAa antagonist
UsesAlkaloid naturally occurring in the d-form. Shows GABA antagonist activity.
General DescriptionBicuculline is a convulsant alkaloid. It was originally isolated from the plant Dicentra cucullaria.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…