S5890
Sanguinarine chloride hydrate
≥98% (HPLC)
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About This Item
Formule empirique (notation de Hill) :
C20H14ClNO4 · xH2O
Numéro CAS:
Poids moléculaire :
367.78 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Nom du produit
Sanguinarine chloride hydrate, ≥98% (HPLC)
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
SMILES string
[Cl-].C[n+]1cc2c3OCOc3ccc2c4ccc5cc6OCOc6cc5c14
InChI key
GIZKAXHWLRYMLE-UHFFFAOYSA-M
assay
≥98% (HPLC)
solubility
H2O: slightly soluble <0.3 mg/mL
methanol: 3.8 mg/mL
Quality Level
Catégories apparentées
Application
Sanguinarine chloride hydrate was tested for anti-schistosomal activities against Schistosoma mansoni.9 It was tested for anti-lipase activity against Candida rugosa lipase.10
Sanguinarine chloride hydrate yields clear, orange solution in methanol at 20 mg/ml.
Biochem/physiol Actions
A natural product with antimicrobial, anti-inflammatory, and anti-oxidant properties.
A natural product with antimicrobial, anti-inflammatory, and anti-oxidant properties. Has antiproliferative, pro-apoptosis effects in some cancer cell lines.
Sanguinarine is a benzophenanthridine alkaloid isolated from plants belonging to the family Papaveracea. It exhibits anti-bacterial, anti-fungal, anti-inflammatory and anti-cancer properties. It induces cell cycle arrest and sensitizes cancer cells to apoptosis by activating TNF-related apoptosis inducing ligand.6,7 It inhibits STAT3, MMP-2, MMP-9, interacts with glutathione, induces generation of ROS, disrupts the microtubule assembly and causes DNA damage resulting the death of the cancer cells.6,7,8
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Jin-Jian Lu et al.
Evidence-based complementary and alternative medicine : eCAM, 2012, 485042-485042 (2012-09-19)
Alkaloids are important chemical compounds that serve as a rich reservoir for drug discovery. Several alkaloids isolated from natural herbs exhibit antiproliferation and antimetastasis effects on various types of cancers both in vitro and in vivo. Alkaloids, such as camptothecin
Matthew Mendoza Barker et al.
Journal of fungi (Basel, Switzerland), 10(2) (2024-02-23)
Coccidioidomycosis (CM) can manifest as respiratory and disseminated diseases that are caused by dimorphic fungal pathogens, such as Coccidioides species. The inhaled arthroconidia generated during the saprobic growth phase convert into multinucleated spherules in the lungs to complete the parasitic
Hieu Huu Le et al.
Antioxidants (Basel, Switzerland), 9(10) (2020-10-25)
Heat stress (HS) compromises productivity of pork production, in part as a result of increased oxidative stress and inflammatory responses, particularly within the gastrointestinal tract. This study aimed to investigate whether plant-derived betaine and isoquinoline alkaloids could ameliorate HS in
Siraj Pallichankandy et al.
Free radical biology & medicine, 89, 708-720 (2015-10-17)
Malignant gliomas are notoriously resistant to therapies that induce apoptosis, but are less resistant to therapies that induce autophagy. Therefore, drugs targeting autophagy are promising candidates in the treatment of malignant gliomas. In this study, we investigated the anti-glioma potential
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
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