Epiberberine
Basic information
- CAS
6873-09-2- Standard SMILES
COc1cc2c(cc1OC)-c1cc3ccc4c(c3c[n+]1CC2)OCO4- InChIKey
FPJQGFLUORYYPE-UHFFFAOYSA-N- Molecular formula
- C20H18NO4+
- Average molar mass
- 336.4 g/mol
- Monoisotopic mass
- 336.12358306
Overview
Epiberberine has been reported in Corydalis ternata, Coptis deltoidea, and other organisms with data available.
Names & identifiers
- Preferred name
- Epiberberine
- IUPAC
- 16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene
- English name
- epiberberine
- Molecular formula
- C20H18NO4+
- Molecular weight
- 336.36122
Names & synonyms
Epiberberine6873-09-2EPIBERBERINE IONVWP9N35AYSDTXSID9021885416,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo(11.8.0.03,11.04,8.014,19)henicosa-1(13),2,4(8),9,11,14,16,18-octaeneRefChem:137142DTXCID401413458,9-Dimethoxy-11,12-dihydro-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-iumSMR000232286MLS000563434
Show more names
SiberianBerbiniuMEpiberberine Chloride11,12-Dihydro-8,9-dimethoxybenzo[a]-1,3-benzodioxolo[4,5-g]quinolizinium
MFCD01547982s91528,9-dimethoxy-11,12-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-iumBENZO(A)-1,3-BENZODIOXOLO(4,5-G)QUINOLIZINIUM, 11,12-DIHYDRO-8,9-DIMETHOXY-EWVBenz(a)-1,3-benzodioxolo(4,5-g)quinolizinium, 11,12-dihydro-8,9-dimethoxy-DEHYDROSINACTINEUNII-VWP9N35AYS
Database identifiers
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 40.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 25
- Formal charge
- 1
- Complexity
- 488
Physicochemical properties
- Melting point
- 260 ℃ · 260℃
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Orange to Dark Orange
- FDA UNII
- 9 N35AYS · VWP9N35AYS
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesEpiberberine Chloride, is a natural bioactive alkaloid, an isomer of Berberine (B318150), an isoqinoline alkaloid shown to have a chemopreventive property against colon tumor formation by inhibiting the enzyme cyclooxygenase-2 (cox-2) which is abundantly expressed in colon cancer cells.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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