Sanguinarine chloride hydrate - ≥97%(HPLC) , CAS No.5578-73-4

CAS: 5578-73-4 Cat. No.: S101540 Peso molecular: 367.78(anhydrous basis) Número EC: 621-641-8 PubChem CID: 68635

2 Citations COA

Saltar al final de la galería de imágenes

Sanguinarine chloride hydrate - ≥97%(HPLC) CAS No(5578-73-4) by Aladdin Scientific

Saltar al comienzo de la galería de imágenes

Disponible para pedir

GRADE & PURITY ≥97%(HPLC)

Synonyms

SANGUINARINE CHLORIDE | FD10130 | Q-100647 | (1,3)Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-, chloride | LS-14752 | 5578-73-4 (chloride) | D05799 | NCGC00094379-01 | SANGUINARINECHLORIDE | Sanguinarium chloride (USAN/INN) | SR-0100

Storage

Room temperature

Shipped In

Normal

Descripción general Specifications Nombres e identificadores Documentation Advanced Data Taxonomic Classification Estructura 3D Objetivos asociados (humanos) Objetivos asociados (no humanos) Mecanismos de acción Certificados (CoA, COO, BSE/TSE y tabla de análisis) Propiedades químicas y físicas Citations of This Product Referencias Calculadoras de soluciones Reseñas

🧪

Why this grade

≥97%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Sanguinarine chloride is a benzophenanthridine alkaloid and potent, noncompetitive sodium/Potassium-ATPase Protein Inhibitors (Na+/K+ ATPase) inhibitor with anticancer properties. This product has been observed to induce apoptosis in cultured C6 rat glioblastoma cells potentially via a downregulative ability of extracellular singal-regulated and Akt signaling pathways. It is reported that sanguinarine also inhibits protein phosphatase 2C (PP2) and induces human promyelocytic leukemia cell line HL60 apoptosis through the phosphorylation of p38, a PP2Cα substrate associated with caspase-3/7 activity. This compound posesses antimicrobial and anti-plaque qualities. Sanguinarine chloride is an inhibitor of MKP-1 and PP2. Isolated from the leaves and stems of Macleaya cordata and M. microcarpa.
A benzophenanthridine alkaloid and potent, noncompetitive Na+/K+-and Mg2++-ATPase inhibitor

Specifications

Sinónimos

SANGUINARINE CHLORIDE | FD10130 | Q-100647 | (1, 3)Benzodioxolo(5, 6-c)-1, 3-dioxolo(4, 5-i)phenanthridinium, 13-methyl-, chloride | LS-14752 | 5578-73-4 (chloride) | D05799 | NCGC00094379-01 | SANGUINARINECHLORIDE | Sanguinarium chloride (USAN/INN) | SR-0100

Especificaciones y pureza

≥97%(HPLC)

Mecanismos bioquímicos y fisiológicos

Selective PP2C inhibitor. Inhibits MKP-1 (IC 50 = 10 μM). Induces cell cycle arrest in the G 1 phase. Induces ROS-mediated oxidative stress in growing cells. Shows antiproliferative and cytotoxic effects (IC 50 = 7.6 μM for S-G gingival epithelial cells).

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥97%(HPLC)

Nombres e identificadores

Pubchem Sid	504754301
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504754301
Sonrisas canónicas	C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]
IUPAC Name	24-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
InChIKey	GIZKAXHWLRYMLE-UHFFFAOYSA-M
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
Isómeros SMILES	C[N+]1=C2C(=C3C=CC4=C(C3=C1)OCO4)C=CC5=CC6=C(C=C52)OCO6.[Cl-]
CAS alternativo	2447-54-3；1099738-80-3
PubChem CID	68635
Peso molecular	367.78(anhydrous basis)

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Alkaloids and derivatives
  - Clase Benzophenanthridine alkaloids
    - Subclass Quaternary benzophenanthridine alkaloids

Kingdom	Organic compounds
Superclass	Alkaloids and derivatives
Clase	Benzophenanthridine alkaloids
Subclass	Quaternary benzophenanthridine alkaloids
Intermediate Tree Nodes	Not available
Direct Parent	Quaternary benzophenanthridine alkaloids
Alternative Parents	Phenanthridines and derivatives Naphthalenes Isoquinolines and derivatives Benzodioxoles Pyridinium derivatives Heteroaromatic compounds Oxacyclic compounds Azacyclic compounds Acetals Organopnictogen compounds Organonitrogen compounds Organic chloride salts Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Quaternary benzophenanthridine alkaloid skeleton - Benzoquinoline - Phenanthridine - Isoquinoline - Naphthalene - Quinoline - Benzodioxole - Pyridine - Pyridinium - Benzenoid - Heteroaromatic compound - Acetal - Oxacycle - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Organic chloride salt - Organic oxygen compound - Organic salt - Aromatic heteropolycyclic compound
Descripción	This compound belongs to the class of organic compounds known as quaternary benzophenanthridine alkaloids. These are alkaloids containing a quaternary N-demethylbenzophenanthridine skeleton, where the nitrogen atom of the phenanthridine moiety is part of four bonds.
External Descriptors	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Estructura 3D

Objetivos asociados (humanos)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DDC Tclin DOPA decarboxylase (27 Activities)

Discover Target: DDC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLB Tchem DNA polymerase beta (23632 Activities)

Discover Target: POLB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TRPV1 Tclin Vanilloid receptor (8273 Activities)

Discover Target: TRPV1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI-H1975 (4994 Activities)

Lot Number	Certificate Type	Fecha	Articulo
J2122379	Certificate of Analysis	Aug 12, 2024	S101540
J2122381	Certificate of Analysis	Aug 12, 2024	S101540
C2116178	Certificate of Analysis	Dec 20, 2023	S101540
C2116177	Certificate of Analysis	May 07, 2021	S101540

Solubilidad	Soluble in methanol, water (slightly), DMSO (10 mM), and ethanol (5 mM).
Punto de fusión (°C)	277-280°C
Peso molecular	367.800 g/mol
XLogP3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	0
Exact Mass	367.061 Da
Monoisotopic Mass	367.061 Da
Topological Polar Surface Area	40.800 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	530.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	2