palmatine
berbinium, 7,8,13,13a-tetradehydro-2,3,9,10-tetramethoxy-
 
Notes:
None found
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2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium (Click)
CAS Number: 3486-67-7Picture of molecule
FDA UNII: G50C034217
Nikkaji Web: J12.970D
Beilstein Number: 1555498
XlogP3-AA: 3.70 (est)
Molecular Weight: 352.41014000
Formula: C21 H22 N O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): -1.120 (est)
Soluble in:
 water, 17.49 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
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Suppliers:
BOC Sciences
For experimental / research use only.
Palmatine
Coompo
For experimental / research use only.
Palmatine from Plants ≥96%
Odor: characteristic
Use: Palmatine has been used in the treatment of jaundice, dysentery, hypertension, inflammation, and liver-related diseases. This compound could potentially be developed for the treatment of flavivirus infections Palmatine is an inhibitor of dopamine generation. It also acts as a selective topoisomerase I and II position and as vasodilator that effectively reduces Ca2+ concentrations. Palmatine caused strong fluorescence quenching of Hb by the static quenching mechanism, but with differing quenching efficiencies.
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
subcutaneous-mouse LD50 135 mg/kg
Russian Pharmacology and Toxicology Vol. 31, Pg. 129, 1968.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antioxidants
Recommendation for palmatine usage levels up to:
 not for fragrance use.
 
Recommendation for palmatine flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 19009
National Institute of Allergy and Infectious Diseases: Data
 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
Chemidplus: 0003486677
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References:
 2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 19009
Pubchem (sid): 134985620
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C05315
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 berbericinine
 berbinium, 7,8,13,13a-tetradehydro-2,3,9,10-tetramethoxy-
 calystigine
 dibenzo(a,g)quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-
 dibenzo[a,g]quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-
5,6-dihydro-2,3,9,10-tetramethoxy-dibenzo[a,g]quinolizinium
5,6-dihydro-2,3,9,10-tetramethoxydibenzo(a,g)quinolizinium
5,6-dihydro-2,3,9,10-tetramethoxydibenzo(a,g)quinolizinium; berbinium, 7,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-
5,6-dihydro-2,3,9,10-tetramethoxydibenzo[a,g]quinolizinium
 gindarinine
 hindarinine
7,8,13,13a-tetradehydro-2,3,9,10-tetramethoxyberbinium
2,3,9,10-tetramethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolinium
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Articles:
PubMed: [Microcalorimetric investigation on the interaction of six alkaloids from rhizoma coptidis].
PubMed: [Study on HPLC digital fingerprint of Coptidis Rhizoma and content determination of seven alkaloids].
PubMed: Coptis chinensis alkaloids exert anti-adipogenic activity on 3T3-L1 adipocytes by downregulating C/EBP-α and PPAR-γ
PubMed: Inhibitory Activities of Palmatine from Coptis chinensis Against Helicobactor pylori and Gastric Damage.
PubMed: Application of quantitative 1H NMR for the calibration of protoberberine alkaloid reference standards.
PubMed: Selective extraction of berberine and palmatine from Huangbai powder.
PubMed: Optimization of ultrasonic-assisted extraction of bioactive alkaloid compounds from rhizoma coptidis (Coptis chinensis Franch.) using response surface methodology.
PubMed: Coptis chinensis inflorescence extract protection against ultraviolet-B-induced phototoxicity, and HPLC-MS analysis of its chemical composition.
PubMed: Food allergy herbal formula 2 protection against peanut anaphylactic reaction is via inhibition of mast cells and basophils.
PubMed: Palmatine attenuates D-galactosamine/lipopolysaccharide-induced fulminant hepatic failure in mice.
PubMed: Determination of protoberberine alkaloids in medicinal plants based on acidic potassium permanganate chemiluminescence system.
PubMed: Anti-Alzheimer and antioxidant activities of Coptidis Rhizoma alkaloids.
PubMed: Palmatine from Coptidis rhizoma reduces ischemia-reperfusion-mediated acute myocardial injury in the rat.
PubMed: Separation and detection of isoquinoline alkaloids using MEEKC coupled with field-amplified sample injection induced by ACN.
PubMed: Inhibitory activities of the alkaloids from Coptidis Rhizoma against aldose reductase.
PubMed: A new glucosyl feruloyl quinic acid as a potential marker for roots and rhizomes of goldenseal, Hydrastis canadensis.
PubMed: Oxygen activation by photoexcited protoberberinium alkaloids from Mahonia aquifolium.
PubMed: Chemical comparison of goldenseal (Hydrastis canadensis L.) root powder from three commercial suppliers.
PubMed: Photostabilization of an entomopathogenic fungus using composite clay matrices.
PubMed: Rat lens aldose reductase inhibitory activities of Coptis japonica root-derived isoquinoline alkaloids.
PubMed: Antiphotooxidative activity of protoberberines derived from Coptis japonica makino in the chlorophyll-sensitized photooxidation of oil.
PubMed: Growth-inhibiting effects of Coptis japonica root-derived isoquinoline alkaloids on human intestinal bacteria.
PubMed: Rapid screening for the adulterants of Berberis aristata using direct analysis in real-time mass spectrometry and principal component analysis for discrimination.
PubMed: Neuraminidase inhibitory activities of quaternary isoquinoline alkaloids from Corydalis turtschaninovii rhizome.
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