5,6-Dihydro-9-hydroxy-10-methoxybenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium chloride
Basic information
- CAS
15401-69-1- Standard SMILES
COc1ccc2cc3[n+](cc2c1O)CCc1cc2c(cc1-3)OCO2.[Cl-]- InChIKey
GYFSYEVKFOOLFZ-UHFFFAOYSA-N- Molecular formula
- C19H16ClNO4
- Average molar mass
- 357.8 g/mol
- Monoisotopic mass
- 357.0767857
Overview
Berberrubine is an alkaloid.
Names & identifiers
- Preferred name
- 5,6-Dihydro-9-hydroxy-10-methoxybenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium chloride
- IUPAC
- 17-methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-16-ol chloride
- English name
- berberrubine
- Molecular formula
- C19H16ClNO4
- Molecular weight
- 357.78764
Names & synonyms
5,6-Dihydro-9-hydroxy-10-methoxybenzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium chlorideRefChem:565201Berberrubine chloride15401-69-1Beroline chloride9-hydroxy-10-methoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chlorideBerberrubine (chloride)17-methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-16-ol;chlorideNSC96347Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9-hydroxy-10-methoxy-, chloride9-Hydroxy-10-methoxy-5,6-dihydro-[1,3]dioxolo-[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chloride9-Berberoline Chloride; 9-Demethoxy-9-hydroxyberberinium Chloride; Berberrubine Chloride; Beroline Chloride;
Show more names
ChileninoneBerolinegrubbinessNerberrubineberberrubine9-Berberoline chlorideBerberubine chloride formBerberrubine/Berberrubine chloride
Properties
Computed structural properties
- Topological polar surface area
- 51.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 474
Physicochemical properties
- Melting point
- 245 ℃ · 245℃ (DEC.)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White to Dark Yellow
- Stability
- Hygroscopic
- InChI
- InChI=1S/C19H15NO4.ClH/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21;/h2-3,6-9H,4-5,10H2,1H3;1H
- InChIKey
- GYFSYEVKFOOLFZ-UHFFFAOYSA-N
- SMILES
- [Cl-].O1C([H])([H])OC2=C1C([H])=C1C(=C2[H])C2C([H])=C3C([H])=C([H])C(=C(C3=C([H])[N+]=2C([H])([H])C1([H])[H])O[H])OC([H])([H])[H]
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Chemistry & industry
Applications
UsesBerberrubine Chloride is a novel alkaloid with novel nitric-oxide donating activity. Antitumor and an antimicrobial agent.
Additional notes
DefinitionChEBI: Berberrubine is an alkaloid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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