Basic information
- CAS
2315-97-1- Standard SMILES
C[n+]1c2ccccc2c(-c2c3ccccc3[n+](C)c3ccccc23)c2ccccc21.O=[N+]([O-])[O-].O=[N+]([O-])[O-]- InChIKey
KNJDBYZZKAZQNG-UHFFFAOYSA-N- Molecular formula
- C28H22N4O6
- Average molar mass
- 510.5 g/mol
- Monoisotopic mass
- 510.15393443
Names & identifiers
- Preferred name
- N,N'-Dimethyl-9,9'-bisacridinium nitrate
- IUPAC
- 10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium dinitrate
- English name
- LUCIGENIN
- Molecular formula
- C28H22N4O6
- Molecular weight
- 510.5
Names & synonyms
N,N'-Dimethyl-9,9'-bisacridinium nitrateRefChem:821910219-023-42315-97-1bis-N-METHYLACRIDINIUM NITRATEN,N'-Dimethyl-9,9'-biacridinium dinitrate9,9'-Biacridinium, 10,10'-dimethyl-, nitrate (1:2)MFCD00011925LucigenineBis-N-methyl acridinium nitrate10,10'-Dimethyl-9,9'-biacridinium nitrate9,9'-Bis(N-methylacridinium nitrate)
Show more names
L-6868LUCIGENINNSC-151912Lucigenin(L-6868Lucigenin, HPLC 99%LUCIGENIN USP/EP/BPLucigenin, 10 mM in DMSO9,9'-Bi(10-methylacridinium)
10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium;dinitrateLucigenin nitrateLucigenin(bis-N-methylacridiniumnitrate)N,N'-DIMETHYLBISACRIDINIUM DINITRATE10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium dinitrateN,N inverted exclamation marka-Dimethyl-9,9 inverted exclamation marka-biacridinium dinitrateEINECS 219-023-4NSC 151912
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 134 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 522
Physicochemical properties
- Melting point
- 250 °C · 250°C
- storage temp.
- room temp
- solubility
- 10 mg/mL · acetic acid: soluble10mg/mL
- form
- powder
- color
- Yellow powder with orange to brown cast
- λmax
- 455 nm · 455nm
- BRN
- 3901768 · 3901768
- Biological Applications
- Chloride indicator; diagnosis of hemostatic disorders; detecting bacteria,nucleicacids,proteins,pathogens; identifying respiratory infections; generating and detecting reactive oxygen species; chemiluminescent indicator
- Major Application
- diagnostic assay manufacturinghematologyhistology
- InChI
- InChI=1S/C28H22N2.2NO3/c1-29-23-15-7-3-11-19(23)27(20-12-4-8-16-24(20)29)28-21-13-5-9-17-25(21)30(2)26-18-10-6-14-22(26)28;2*2-1(3)4/h3-18H,1-2H3;;/q+2;2*-1
- InChIKey
- KNJDBYZZKAZQNG-UHFFFAOYSA-N
- SMILES
- C1(=C2C=CC=CC2=[N+](C)C2=CC=CC=C12)C1=C2C=CC=CC2=[N+](C)C2=CC=CC=C12.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O
- UNSPSC Code
- 12171500 · 12171500
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
Danger
H272 (33.3%): May intensify fire; oxidizer [Danger Oxidizing liquids; Oxidizing solids]
P210, P220, P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesOx. Sol. 3 (33.3%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- ridadr
- 1479
- hs_code
- 29339900
- Signal word
- Warning
- Symbol(GHS)
- GHS03,GHS07
- safety_code
- 24/25
- hazard_class
- 5.1
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H272-H315-H319
- Precautionary statements
- P210-P220-P221-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501
Chemistry & industry
Applications
DescriptionLucigenin is a chemiluminescent probe used to detect superoxide production and the presence of chloride. It can be used to detect superoxide production by enzymatic and cellular sources. It is a sensitive method that has been applied to the monitoring of superoxide production from xanthine oxidase, microsomal NADPH cytochrome reductase, and NADPH oxidases of phagocytes, endothelial cells, fibroblasts, and smooth muscle cells of blood vessel walls. However, it produces similar chemiluminescence signals in isolated aortic and cardiac tissues from wild-type and Nox1-Nox2-Nox4 triple knockout mice, suggesting that it is not selective for NADPH-based ROS production. It also reacts with hydrogen peroxide without generating free radical intermediates and has been used to detect lipid hydroperoxide in oils. Lucigenin is also used as a fluorescent chloride-sensitive indicator, with its fluorescence being quenched by chloride (ex/em = 455/505 nm, respectively). Lucigenin fluorescence is insensitive to phosphate, sulfate, and nitrate.
UsesLucigenine, is used as chemiluminescence. It exhibits a bluish-green fluorescence. Dyes and metabolites.
UsesChemiluminescent probe for the detection of peroxides in biological systems.
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…