Glycycoumarin - ≥99% , CAS No.94805-82-0

CAS: 94805-82-0 Cat. No.: G648262 Peso molecular: 368.38 PubChem CID: 5317756
Disponible para pedir
GRADE & PURITY ≥99%
Synonyms
2H-1-Benzopyran-2-one,3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)- | AKOS026674269 | CWQ2B8G346 | E80590 | LMPK12160018 | XG170485 | UNII-CWQ2B8G346 | SCHEMBL759406 | 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
5mg
G648262-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
162,90US$
10mg
G648262-10mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
270,90US$
25mg
G648262-25mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
560,90US$
Enter a quantity for the sizes you want to add.
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Why this grade

≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

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

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Glycycoumarin is a potent antispasmodic agent. Glycycoumarin is a major bioactive coumarin of licorice and exhibits antispasmodic activity. Glycycoumarin also has hepatoprotective effect. Glycycoumarin can be used for the research of abdominal pain and liver diseases.

In Vitro

Glycycoumarin, (25 μM; 24 h) combining with ABT-737 (12.5 μM) synergistically, induces cell death in multiple types of liver cancer cell HepG2. Glycycoumarin is highly effective against alcoholic liver disease, nonalcoholic fatty liver disease, acetaminophen-induced hepatotoxicity, and liver cancer through mechanisms involved in activation of Nrf2 antioxidant system, stimulation of AMPK-mediated energy homeostasis, induction of autophagy degradation process, and inhibiting oncogenic kinase T-lymphokine-activated killer cell-originated protein kinase activity. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: HepG2, SMMC-7721, and Huh-7 Concentration: 10, 20, 25, 30, and 40 μM Incubation Time: 24 hours Result: Induced cell death in multiple types of liver cancer cell lines in a dose-dependent manner.

In Vivo

Glycycoumarin (30 μM-0.3 nM; 5 min) has an inhibitory effect on smooth muscle contraction induced by various types of stimulants through the inhibition of PDEs, especially isozyme 3, followed by the accumulation of intracellular cAMP .\nGlycycoumarin (10 mg/kg; i.p.; once daily for 4 d) enhances tumor growth inhibition in HepG2 xenograft model in mice and shows synergistical effect with ABT-737 . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male ICR mice (aged 6 weeks, weight 25-30 g) Dosage: 30 μM-0.3 nM, 5 min Administration: Result: Inhibited the contraction induced by various types of stimulants, such as CCh, KCI, BaCI(2), and A23187 (calcium ionophore III). Enhanced the relaxation induced by forskolin on CCh-evoked contraction and also enhances the relaxation effect of rolipram. Associated with dose-dependent accumulation of cAMP. Animal Model: HepG2 cancer cells xenograft model in male BALB/c athymic nude mice (6-7 weeks old)Dosage: 10 mg/kg Administration: Intraperitoneal injection; once daily for 4 days; ABT-737 group was given 100 mg/kg i.p. Result: Inhibited tumor growth and resulted a reduction of the final tumor weight by 17%.

Form:Solid

Specifications

Sinónimos
2H-1-Benzopyran-2-one, 3-(2, 4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)- | AKOS026674269 | CWQ2B8G346 | E80590 | LMPK12160018 | XG170485 | UNII-CWQ2B8G346 | SCHEMBL759406 | 3-(2, 4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl
Especificaciones y pureza
≥99%
Mecanismos bioquímicos y fisiológicos
Glycycoumarin is a potent antispasmodic agent. Glycycoumarin is a major bioactive coumarin of licorice and exhibits antispasmodic activity. Glycycoumarin also has hepatoprotective effect. Glycycoumarin can be used for the research of abdominal pain and li
Condiciones de almacenamiento de almacenamiento
Store at -20°C
Enviado en
Ice chest + Ice pads
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Tipo de acción
MODULATOR
Pureza
≥99%
Nombres e identificadores
Sonrisas canónicasCC(=CCC1=C(C2=C(C=C1O)OC(=O)C(=C2)C3=C(C=C(C=C3)O)O)OC)C
IUPAC Name3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methylbut-2-enyl)chromen-2-one
InChIKeyNZYSZZDSYIBYLC-UHFFFAOYSA-N
INCHI1S/C21H20O6/c1-11(2)4-6-14-18(24)10-19-16(20(14)26-3)9-15(21(25)27-19)13-7-5-12(22)8-17(13)23/h4-5,7-10,22-24H,6H2,1-3H3
Isómeros SMILES CC(=CCC1=C(C2=C(C=C1O)OC(=O)C(=C2)C3=C(C=C(C=C3)O)O)OC)C
PubChem CID 5317756
Peso molecular 368.38

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

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClaseIsoflavonoids
SubclassHydroxyisoflavonoids
Intermediate Tree Nodes Not available
Direct ParentHydroxyisoflavonoids
Alternative Parents Isoflav-3-enones  7-hydroxycoumarins  1-benzopyrans  Resorcinols  Anisoles  Pyranones and derivatives  Alkyl aryl ethers  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Benzene and substituted derivatives  Heteroaromatic compounds  Lactones  Oxacyclic compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Hydroxyisoflavonoid - Isoflav-3-enone skeleton - 7-hydroxycoumarin - Hydroxycoumarin - Coumarin - Benzopyran - 1-benzopyran - Anisole - Resorcinol - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Ether - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as hydroxyisoflavonoids. These are organic compounds containing an isoflavonoid skeleton carrying one or more hydroxyl groups.
External Descriptors Other Flavonoids
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
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Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
SolubilidadDMSO : 250 mg/mL (678.65 mM; Need ultrasonic)
Punto de inflamación (°F)Not applicable
Punto de inflamación (°C)Not applicable
Peso molecular368.400 g/mol
XLogP34.400
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass368.126 Da
Monoisotopic Mass368.126 Da
Topological Polar Surface Area96.200 Ų
Heavy Atom Count27
Formal Charge0
Complexity608.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Calculadoras de soluciones
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