QUERCETIN-3-O-GLUCURONIDE
- Iupac Name：6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- CAS No.: 22688-79-5
- Molecular Weight：478.362
- Modify Date.: 2022-11-22 17:30
- Introduction:
Miquelianin (Quercetin 3-O-glucuronide) is a metabolite of quercetin and a type of natural flavonoid.
Miquelianin is a quercetin O-glycoside that consists of quercetin attached to a beta-D-glucuronopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Salvia and Phaseolus vulgaris, it exhibits antioxidant and antidepressant activities. It has a role as a metabolite, an antioxidant and an antidepressant. It is a beta-D-glucosiduronic acid and a quercetin O-glycoside.
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1. Names and Identifiers
- 1.1 Name
- QUERCETIN-3-O-GLUCURONIDE
- 1.2 Synonyms
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl β-D-glucopyranosiduronic acid Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl, β-D- Mikwelianin Miquelianin Q3GA Quercetin 3-D-glucuronide Quercetin 3-glucuronide Quercetin 3-O-glucuronide Quercetin 3-O-β-D-glucopyranosiduronic acid Quercetin 3-O-β-D-glucuronide Quercetin 3-O-β-D-glucuronopyranoside Quercetin 3-β-D-glucuronide Quercetin 3-β-D-glucuronopyranoside Quercetin 3-β-glucuronide Quercetin-3-O-β-glucuronide Quercetol 3-O-glucuronide Quercetol glucuronide Quercituron Querciturone β-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl
- 1.3 CAS No.
- 22688-79-5
- 1.4 CID
- 12004528
- 1.5 Molecular Formula
- C21H18O13 (isomer)
- 1.6 Inchi
- InChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)
- 1.7 InChkey
- DUBCCGAQYVUYEU-UHFFFAOYSA-N
- 1.8 Canonical Smiles
- C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
- 1.9 Isomers Smiles
- C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
2. Properties
- 2.1 Density
- 1.96
- 2.1 Melting point
- 190-192 °C
- 2.1 Boiling point
- 927.8°C at 760 mmHg
- 2.1 Refractive index
- 1.818
- 2.1 Flash Point
- 325.8°C
- 2.1 Precise Quality
- 478.07500
- 2.1 PSA
- 227.58000
- 2.1 logP
- -0.44660
- 2.1 Storage
- ?20°C
- 2.2 Chemical Properties
- Yellow Solid
- 2.3 Color/Form
- Yellow powder
- 2.4 pKa
- 2.76±0.70(Predicted)
3. Safety and Handling
- 3.1 Safety Statements
- 24/25
- 3.1 RIDADR
- NONH for all modes of transport
- 3.1 WGK Germany
- 3
4. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
no data available
2.2 GHS label elements, including precautionary statements
| Pictogram(s) | no data available |
| Signal word | no data available |
| Hazard statement(s) | no data available |
| Precautionary statement(s) | |
| Prevention | no data available |
| Response | no data available |
| Storage | no data available |
| Disposal | no data available |
2.3 Other hazards which do not result in classification
no data available
5. Synthesis Route
22688-79-5Total: 7 Synthesis Route
7. Other Information
- 7.0 Mesh Entry Terms
- miquelianin
8. Computational chemical data
- Molecular Weight: 478.362g/mol
- Molecular Formula: C21H18O13
- Compound Is Canonicalized: True
- XLogP3-AA: 0.6
- Exact Mass: 478.07474062
- Monoisotopic Mass: 478.07474062
- Complexity: 830
- Rotatable Bond Count: 4
- Hydrogen Bond Donor Count: 8
- Hydrogen Bond Acceptor Count: 13
- Topological Polar Surface Area: 224
- Heavy Atom Count: 34
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 5
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADceB4PAAAAAAAAAAAAAAAAAAAAAAAAAA0YIEAAAAAAACBQAAAGgAACAAADBSwmAMwDoAABgCIAqDSCAICCAAkIAAIiAFGiMgdNzaGNR6ieWGl4BUPuQfK7LzOIAABCAAIQABAAAIQABCAAAAAAAAAAA==
9. Recommended Suppliers
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- Products:phytochemicals; natural plant active ingredient monomer;reference standards of TCM(Traditional Chinese Medicine)
- Tel:86-28-85249238
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- Products:custom synthesis,Lab reagent,CRO,CMO,R&D research chemicals.such as CAS:4651-67-6;CAS:99-16-1;CAS:145100-50-1
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- Tel:+86-21-51320588 ext. 8025
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- Tel:86-28-87075086 028-81703128
10. Realated Product Infomation
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