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S5890

Sigma-Aldrich

Sanguinarine chloride hydrate

≥98% (HPLC)

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About This Item

Empirische Formel (Hill-System):
C20H14ClNO4 · xH2O
CAS-Nummer:
5578-73-4
Molekulargewicht:
367.78 (anhydrous basis)
MDL-Nummer:
MFCD00012126
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278199
NACRES:
NA.77

Assay

≥98% (HPLC)

Löslichkeit

H2O: slightly soluble <0.3 mg/mL
methanol: 3.8 mg/mL

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

InChIKey

GIZKAXHWLRYMLE-UHFFFAOYSA-M

Anwendung

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. Wirkung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
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
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
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
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