ChemicalBook > CAS DataBase List > 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
- Product Name
- 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
- CAS No.
- 94805-82-0
- Chemical Name
- 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
- Synonyms
- Glycycoumarin;Glycocoumarin -;Coumarin Impurity 17;Glycycoumarin, 10 mM in DMSO;inhibit,Glycycoumarin,Autophagy,Inhibitor;Glycocoumarin - Glycyrrhiza uralensis (liquorice);Glycocoumarin - Glycyrrhiza uralensis (liquorice) - Bio-X ?;3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one;3-(2,4-Dihydroxyphenyl)-6-(3-methyl-2-butenyl)-5-methoxy-7-hydroxy-2H-1-benzopyran-2-one;3-(2,4-Dihydroxyphenyl)-5-methoxy-6-(3-methyl-2-butenyl)-7-hydroxy-2H-1-benzopyran-2-one
- CBNumber
- CB22241263
- Molecular Formula
- C21H20O6
- Formula Weight
- 368.38
- MOL File
- 94805-82-0.mol
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3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one Property
- Melting point:
- 243.5-244.5℃
- Boiling point:
- 646.9±55.0 °C(Predicted)
- Density
- 1.342±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 7.86±0.20(Predicted)
- form
- solid
- color
- white to beige
- biological source
- plant
- Major Application
- metabolomics
vitamins, nutraceuticals, and natural products - InChI
- 1S/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
- InChIKey
- NZYSZZDSYIBYLC-UHFFFAOYSA-N
- SMILES
- [o]1c2c(c(c(c(c2)O)CC=C(C)C)OC)cc([c]1=O)c3c(cc(cc3)O)O
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Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- SML3107
- Product name
- Glycycoumarin
- Purity
- ≥98% (HPLC)
- Packaging
- 5 mg
- Price
- $111
- Updated
- 2026/03/19
Sigma-Aldrich
- Product number
- SML3107
- Product name
- Glycycoumarin
- Purity
- ≥98% (HPLC)
- Packaging
- 25 mg
- Price
- $356
- Updated
- 2026/03/19
Sigma-Aldrich
- Product number
- SMB01076
- Product name
- Glycycoumarin
- Purity
- ≥90% (LC/MS-ELSD)
- Packaging
- 1mg
- Price
- $362
- Updated
- 2026/03/19
Biosynth Carbosynth
- Product number
- XG170485
- Product name
- Glycocoumarin - Glycyrrhiza uralensis (liquorice)
- Packaging
- 2mg
- Price
- $75
- Updated
- 2021/12/16
Biosynth Carbosynth
- Product number
- XG170485
- Product name
- Glycocoumarin - Glycyrrhiza uralensis (liquorice)
- Packaging
- 5mg
- Price
- $150
- Updated
- 2021/12/16
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3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one Chemical Properties,Usage,Production
Uses
It is a natural product derived from plant source th at finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.
Definition
ChEBI: A member of the class of coumarins that is coumarin substituted by a hydroxy group at position 7, a methoxy group at position 5, a prenyl group at position 6 and a 2,4-dihydroxyphenyl group at position 3. Isolated from Glycyrrhiza uralensis, it exhibits antispasmodic activity.
Biological Activity
Glycycoumarin is an isoflavone from vegetable roots including licorice th at exhibits potent hepatoprotective effects. Glycycoumarin protects hepatocytes through activation of autophagy and mitigation of ER stress/GSK-3 –JNK/CHOP-mitochondria cascade activation. Also, it appears to alleviate acetaminophen-induced liver injury through sustained autophagy.
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[1].
Glycycoumarin (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.html" class="link-product" target="_blank">ABT-737 (HY-50907)[2].
| Animal Model: | Male ICR mice (aged 6 weeks, weight 25-30 g)[1] |
| 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)[2] |
| 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%. |
3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one Preparation Products And Raw materials
Raw materials
Preparation Products
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3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one Suppliers
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View Lastest Price from 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one manufacturers
Shaanxi Dideu Medichem Co. Ltd
- Product
- Glycycoumarin 94805-82-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 5mg
- Purity
- 99%HPLC
- Supply Ability
- 2000tons
- Release date
- 2020-01-07
Shanghai Standard Technology Co., Ltd.
- Product
- Glycycoumarin 94805-82-0
- Price
- US $0.00/mg
- Min. Order
- 5mg
- Purity
- ≥98%(HPLC)
- Supply Ability
- 10 g
- Release date
- 2020-05-09
Career Henan Chemical Co
- Product
- glycycoumarin 94805-82-0
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- as request
- Release date
- 2018-12-25
94805-82-0, 3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-oneRelated Search:
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