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Sanguinarine chloride

CAT: 0607-B5970-20Size: 20 mgDry Ice: NoHazardous: No
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CAT#:0607-B5970-20Size:20 mg
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Description
Inhibitor of PP2C and MKP-1
CAS Number
5578-73-4
Product Name Alternative
13-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium chloride
Field of Research
Chromatin Epigenetics Protein Ser Thr Phosphatases
Purity
0.9931
Form
A solid
Solubility
insoluble in H2O; insoluble in EtOH; ≥3.68 mg/mL in DMSO with gentle warming
Smiles
C[N+]1=C2C(C=CC3=CC(OCO4)=C4C=C32)=C5C=CC(OCO6)=C6C5=C1.[Cl-]
Molecular Formula
C20H14ClNO4
Molecular Weight
367.78
Shipping Conditions
Blue ice
Storage Conditions
Store at -20°C.

Chemical Information

Sanguinarine chloride

Sanguinarine is found in opium poppy. Consumption of Sanguinarine, present in poppy seeds and in the oil of <i>Argemone mexicana</i> which has been used as an adulterant for mustard oil in India, has been linked to development of glaucoma. Sanguinarine is banned by FDA. Sanguinarine is a quaternary ammonium salt from the group of benzylisoquinoline alkaloids. It is extracted from some plants, including bloodroot (Sanguinaria canadensis), Mexican prickly poppy Argemone mexicana, Chelidonium majus and Macleaya cordata. It is also found in the root, stem and leaves of the opium poppy but not in the capsule. Sanguinarine is a toxin that kills animal cells through its action on the Na+-K+-ATPase transmembrane protein. Epidemic dropsy is a disease that results from ingesting sanguinarine. Sanguinarine has been shown to exhibit antibiotic, anti-apoptotic, anti-fungal, anti-inflammatory and anti-angiogenic functions Sanguinarine belongs to the family of Benzoquinolines. These are organic compounds containing a benzene fused to a quinoline ring system. (A3208, A3209, A3208, A3208, A3208).

CAS Number5578-73-4
PubChem CID68635
IUPAC Name24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene chloride
Molecular FormulaC20H14ClNO4
Molecular Weight367.8
Topological Polar Surface Area40.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count26
Formal Charge0
Complexity530
SMILES
C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]
InChI
InChI=1S/C20H14NO4.ClH/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21;/h2-8H,9-10H2,1H3;1H/q+1;/p-1
InChIKey
GIZKAXHWLRYMLE-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Sanguinarine chloride
CAS: 5578-73-4
CID: 68635
Formula: C20H14ClNO4
MW: 367.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight367.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass367.0611356
Monoisotopic Mass367.0611356
Topological Polar Surface Area40.8 Ų
Heavy Atom Count26
Formal Charge0
Complexity530
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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