Alizarinviolett - ≥85%(HPLC) , CAS No.2103-64-2

CAS: 2103-64-2 Cat. No.: A116396 Summenformel: C₂₀H₁₂O₇ Molekulargewicht: 364.3 Beilstein Registry Number: 19(3/4)3147

GRADE & PURITY ≥85%(HPLC)

Synonyms

AS-75768 | BDBM50514448 | D88292 | p-Ethylmethylbenzene | CHEBI:88294 | EINECS 218-272-6 | p-Vinyltoluene | Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',4',5',6'-tetrahydroxy- | 3',4',5',6'-Tetrahydroxyspiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-on

Storage

Lagerung bei 2-8°C

Shipped In

Nasses Eis

Übersicht

Gallein ist eine zellpermeable Xanthenverbindung, die mit hoher Affinität an Gβγ bindet (Kd ~400 nM, abgeleitet aus einer Oberflächenplasmaresonanz-Bindungsstudie mit Gβ1γ2) und Gβγ-abhängige zelluläre Aktivitäten blockiert. Es wird berichtet, dass Gallein eine prophylaktische Wirksamkeit gegen Carrageenan-induzierte Neutrophilen-Rekrutierung und Gewebeschwellung in einem Mäusepfoten-Ödemmodell aufweist. Gallein ist ein Inhibitor von G β und G γ
Ein Inhibitor von Gβγ-abhängigen zellulären Aktivitäten, der sich mit hoher Affinität an Gβγ bindet

Specifications

Synonyme

AS-75768 | BDBM50514448 | D88292 | p-Ethylmethylbenzene | CHEBI:88294 | EINECS 218-272-6 | p-Vinyltoluene | Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',4',5',6'-tetrahydroxy- | 3',4',5',6'-Tetrahydroxyspiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-on

Spezifikationen & Reinheit

≥85%(HPLC)

Biochemische und physiologische Mechanismen

Inhibitor der G-Protein-βγ-Untereinheit-abhängigen Signalübertragung. Blockiert die Aktivierung von PI-3-Kinase und Rac1 in HL60-Zellen und die Chemotaxis in differenzierten HL60-Zellen.

Storage

Lagerung bei 2-8°C

Verschickt in

Nasses Eis

Reinheit

≥85%(HPLC)

Namen und Kennungen

• Pubchem Sid: 488184786
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184786
• Kanonisches Lächeln: C1=CC=C2C(=C1)C(=O)OC23C4=C(C(=C(C=C4)O)O)OC5=C3C=CC(=C5O)O
• IUPAC Name: 3',4',5',6'-tetrahydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
• InChIKey: PHLYOKFVXIVOJC-UHFFFAOYSA-N
• INCHI: 1S/C20H12O7/c21-13-7-5-11-17(15(13)23)26-18-12(6-8-14(22)16(18)24)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,21-24H
• Isomere SMILES: C1=CC=C2C(=C1)C(=O)OC23C4=C(C(=C(C=C4)O)O)OC5=C3C=CC(=C5O)O
• Molekulargewicht: 364.3
• Beilstein: 19(3/4)3147
• Reaxy-Rn: 58028
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=58028&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Benzopyrans
      • Subclass 1-benzopyrans
        • Ebene5 Dibenzopyrans
          • Ebene6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Diarylethers Phthalides Benzofuranones Isobenzofurans 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Lactones Carboxylic acid esters Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Diaryl ether - Benzofuranone - Phthalide - Isobenzofuranone - Isocoumaran - Isobenzofuran - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Lactone - Carboxylic acid ester - Oxacycle - Polyol - Monocarboxylic acid or derivatives - Ether - Carboxylic acid derivative - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: Not available

Data sources

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Solvent:DMSO, Max Conc. mg/mL: 27.32, Max Conc. mM: 75; Solvent:ethanol, Max Conc. mg/mL: 3.64, Max Conc. mM: 10
• Brechungsindex: 1.87
• Siedepunkt (°C): 687.42°C at 760mmHg
• Schmelzpunkt (°C): 259.33°C
• Molekulargewicht: 364.300 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 364.058 Da
• Monoisotopic Mass: 364.058 Da
• Topological Polar Surface Area: 116.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 579.000
• 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: 1

Häufig gestellte Fragen

What is the purity of this product, and how is it determined?

This product is supplied at ≥85% purity, determined by HPLC. Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 2103-64-2, the molecular formula is C20H12O7, and the molecular weight is 364.3 g/mol. InChIKey PHLYOKFVXIVOJC-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.