Oroxylin A-7-O-glucuronide - ≥99% , CAS No.36948-76-2

CAS: 36948-76-2 Cat. No.: O649233 Molecular Weight: 460.39 EC Number: 111-889-0 PubChem CID: 14655552

GRADE & PURITY ≥99%

Synonyms

.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 5-HYDROXY-6-METHOXY-4-OXO-2-PHENYL-4H-1-BENZOPYRAN-7-YL | Q27131267 | 5,7-dihydroxy-6-methoxyflavone 7-O-beta-D-glucuronide | CHEBI:61670 | SCHEMBL21695683 | BRD-K83886129-001-01-1 | 5-hydroxy-6-methoxy-flavone-7-yl bet

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Oroxylin A-7-O-glucuronide (Oroxyloside; Oroxylin A-7-O-β-D-glucuronide) is a flavonoid glucuronide isolated from the dried root of Scutellaria baicalensis , with prolyl oligopeptidase (POP) inhibitory activity.

Form:Solid

Specifications

Synonyms

.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 5-HYDROXY-6-METHOXY-4-OXO-2-PHENYL-4H-1-BENZOPYRAN-7-YL | Q27131267 | 5, 7-dihydroxy-6-methoxyflavone 7-O-beta-D-glucuronide | CHEBI:61670 | SCHEMBL21695683 | BRD-K83886129-001-01-1 | 5-hydroxy-6-methoxy-flavone-7-yl bet

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Oroxylin A-7-O-glucuronide (Oroxyloside; Oroxylin A-7-O-β-D-glucuronide) is a flavonoid glucuronide isolated from the dried root of Scutellaria baicalensis , with prolyl oligopeptidase (POP) inhibitory activity.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)OC4C(C(C(C(O4)C(=O)O)O)O)O
• IUPAC Name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid
• InChIKey: QXIPXNZUEQYPLZ-QSUZLTIMSA-N
• INCHI: 1S/C22H20O11/c1-30-19-13(32-22-18(27)16(25)17(26)20(33-22)21(28)29)8-12-14(15(19)24)10(23)7-11(31-12)9-5-3-2-4-6-9/h2-8,16-18,20,22,24-27H,1H3,(H,28,29)/t16-,17-,18+,20-,22+/m0/s1
• Isomeric SMILES: COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O
• Alternate CAS: 36948-76-2
• PubChem CID: 14655552
• MeSH Entry Terms: oroxylin A-7-O-glucuronide;oroxylinA-7-O-beta-d-Glucuronide;oroxyloside
• Molecular Weight: 460.39

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Flavonoid O-glucuronides
            • Level7 Flavonoid-7-O-glucuronides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides - Flavonoid O-glucuronides
• Direct Parent: Flavonoid-7-O-glucuronides
• Alternative Parents: Flavonoid-7-O-glycosides 6-O-methylated flavonoids 5-hydroxyflavonoids Flavones Phenolic glycosides O-glucuronides O-glycosyl compounds Chromones Anisoles 1-hydroxy-4-unsubstituted benzenoids Pyranones and derivatives Alkyl aryl ethers Beta hydroxy acids and derivatives Oxanes Monosaccharides Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Secondary alcohols Monocarboxylic acids and derivatives Oxacyclic compounds Acetals Polyols Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid-7-o-glucuronide - Flavonoid-7-o-glycoside - 6-methoxyflavonoid-skeleton - 5-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Phenolic glycoside - 1-o-glucuronide - O-glucuronide - Glucuronic acid or derivatives - Chromone - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - Anisole - Pyranone - Alkyl aryl ether - Beta-hydroxy acid - 1-hydroxy-4-unsubstituted benzenoid - Pyran - Oxane - Monocyclic benzene moiety - Benzenoid - Hydroxy acid - Monosaccharide - Heteroaromatic compound - Vinylogous acid - Secondary alcohol - Oxacycle - Ether - Carboxylic acid - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Polyol - Organoheterocyclic compound - Acetal - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Alcohol - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonoid-7-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C7-position.
• External Descriptors: monosaccharide derivative - beta-D-glucosiduronic acid - monomethoxyflavone - glycosyloxyflavone - monohydroxyflavone

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

Associated Targets(Human)

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)

Discover Target: AKT1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 50 mg/mL (108.60 mM; Need ultrasonic)
• Molecular Weight: 460.400 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 460.101 Da
• Monoisotopic Mass: 460.101 Da
• Topological Polar Surface Area: 172.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 763.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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

References

1. Feng Gui-ning, Huang Xiao-tao, Jiang Xin-lin, Deng Ting-wei, Li Qiu-xia, Li Jie-xia, Wu Qian-ni, Li Song-pei, Sun Xian-qiang, Huang Yu-gang, Qin Ai-ping, Liang Lu, Fu Ji-jun.  (2021)  The Antibacterial Effects of Supermolecular Nano-Carriers by Combination of Silver and Photodynamic Therapy.  Frontiers in Chemistry,      [PMID:33937203] [10.3389/fchem.2021.666408]