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84480

Sigma-Aldrich

Sanguinarine chloride

≥98.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C20H14ClNO4
CAS Number:
5578-73-4
Molecular Weight:
367.78
Beilstein:
3832138
MDL number:
MFCD00012126
UNSPSC Code:
12352203

Assay

≥98.0% (HPLC)

solubility

methanol: 20 mg/mL, clear, orange

SMILES string

[Cl-].C[n+]1cc2c3OCOc3ccc2c4ccc5cc6OCOc6cc5c14

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

InChI key

GIZKAXHWLRYMLE-UHFFFAOYSA-M

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Description
Pricing

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Christian Vlachojannis et al.
Phytotherapy research : PTR, 26(10), 1423-1426 (2012-02-10)
The rhizome of Sanguinaria canadensis (SC, bloodroot) contains an active principle with antimicrobial, antiinflammatory, antioxidative and immunomodulatory effects. For this reason SC extract has been added to toothpastes and mouthwashes in various concentrations. When tested separately, neither the toothpastes nor
Jia-Ying Xu et al.
Oncology reports, 28(6), 2264-2270 (2012-09-12)
Sanguinarine, a natural benzophenanthridine alkaloid, has been shown to possess anticancer activity in vitro and in vivo. In the present study, we demonstrated that sanguinarine caused a dose-dependent inhibition of growth in HeLa and SiHa human cervical cancer cells, i.e., 2.43 µmol/l (IC50)
Min Ho Han et al.
Toxicology letters, 220(2), 157-166 (2013-05-11)
We examined the effects of sanguinarine, a benzophenanthridine alkaloid, on reactive oxygen species (ROS) production and the association of these effects with apoptotic cell death in a human colorectal cancer HCT-116 cell line. Sanguinarine generated ROS, which was followed by
Saptaparni Ghosh et al.
Biochimica et biophysica acta, 1830(8), 4189-4201 (2013-04-09)
Interaction of putative anticancer agent sanguinarine with two quadruplex forming sequences, human telomeric DNA (H24) and NHE III1 upstream of the P1 promoter of c-myc (Pu27), has been studied to understand the structural basis of the recognition. Absorption, fluorescence and
Guillaume A W Beaudoin et al.
Biochemical and biophysical research communications, 431(3), 597-603 (2013-01-15)
Sanguinarine is a benzo[c]phenenthridine alkaloid with potent antimicrobial properties found commonly in plants of the Papaveraceae, including the roots of opium poppy (Papaver somniferum). Sanguinarine is formed from the central 1-benzylisoquinoline intermediate (S)-reticuline via the protoberberine alkaloid (S)-scoulerine, which undergoes
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