ChemicalBook > CAS DataBase List > Oroxylin A

Oroxylin A

Product Name: Oroxylin A
CAS No.: 480-11-5
Chemical Name: Oroxylin A
Synonyms: 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one;Oroxylin;OLOXYLINA;oxoxylin A;Oroxylia A;OROXYLIN A;6-Methoxybaicalein;Baicalein Impurity 8;Baicalein 6-methyl ether;Oroxylin A, 10 mM in DMSO
CBNumber: CB41179394
Molecular Formula: C16H12O5
Formula Weight: 284.26
MOL File: 480-11-5.mol

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Oroxylin A Property

Melting point:: 195-197℃
Boiling point:: 346.76°C (rough estimate)
Density: 1.420
refractive index: 1.6200 (estimate)
storage temp.: Sealed in dry,2-8°C
solubility: DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
pka: 6.48±0.40(Predicted)
form: powder
color: Yellow
InChI: InChI=1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3
InChIKey: LKOJGSWUMISDOF-UHFFFAOYSA-N
SMILES: C1(C2=CC=CC=C2)OC2=CC(O)=C(OC)C(O)=C2C(=O)C=1

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Safety

Hazard Codes: Xn
Risk Statements: 22

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHL82615
Product name: Oroxylin A
Purity: phyproof<SUP>®</SUP> Reference Substance
Packaging: 10 mg
Price: $431
Updated: 2025/07/31

TCI Chemical

Product number: O0635
Product name: Oroxylin A
Packaging: 250MG
Price: $216
Updated: 2025/07/31

Cayman Chemical

Product number: 27363
Product name: Oroxylin A
Packaging: 1mg
Price: $93
Updated: 2024/03/01

Cayman Chemical

Product number: 27363
Product name: Oroxylin A
Packaging: 25mg
Price: $1139
Updated: 2024/03/01

Cayman Chemical

Product number: 27363
Product name: Oroxylin A
Packaging: 5mg
Price: $343
Updated: 2024/03/01

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Oroxylin A Chemical Properties,Usage,Production

Chemical Properties

Yellow needle-shaped crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, mainly derived from Scutellaria baicalensis and Melaleuca alternifolia.

Uses

food and beverages

Definition

ChEBI: A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.

Biological Activity

Oroxylin A is a flavonoid isolated from Scutellaria baicalensis, which is one of the most important medicinal herbs in traditional Korean/Chinese/Japanese medicine. The amelioration of Abeta(25-35) peptide-induced memory impairment by oroxylin A is believed to be mediated via the GABAergic neurotransmitter system after a single administration, or by reductions in Abeta(25-35) peptide-induced astrocyte and microglia activations, iNOS expression, lipid peroxidation, and increased cholinergic neurotransmission after subchronic administration.

Synthesis

973-67-1

480-11-5

The general procedure for the synthesis of 5,7-dihydroxy-6-methoxy-2-phenyl-4H-benzopyran-4-one from 5,6,7-trimethoxy-2-phenyl-4H-benzopyran-4-one was as follows: 5,6,7-trimethoxy-2-phenyl-4H-benzopyran-4-one (0.20 g, 0.64 mmol) was dissolved in a mixture of 47% hydrobromic acid (5 mL) and glacial acetic acid (10 mL) in a mixed solution and the reaction was refluxed for 2 hours. Upon completion of the reaction, the reaction solution was quenched by carefully pouring it into crushed ice (200 g). The resulting yellow precipitate was collected by filtration and recrystallized from ethanol to afford 5,7-dihydroxy-6-methoxy-2-phenyl-4H-benzopyran-4-one (160 mg, 88% yield) with a melting point of 203-204 °C. The product structure was determined by 1H-NMR. The structure of the product was confirmed by 1H-NMR (DMSO-d6), IR, UV and MS analysis: 1H-NMR (DMSO-d6) δ: 3.91 (3H, s), 6.94 (1H, s), 6.98 (1H, s), 7.59 (3H, m), 8.10 (2H, d, J = 6.3 Hz), 8.77 (1H, s), 12.49 (1H, s); IR (KBr) cm-1: 3435, 1667; UV λmax (EtOH) nm (log ε): 322 (4.12), 278 (4.35), 216 (4.42); MS m/z: 285 (MH+).

References

[1] Chemical and pharmaceutical bulletin, 2003, vol. 51, # 3, p. 339 - 340
[2] Patent: US2004/242907, 2004, A1. Location in patent: Page 3
[3] Chemistry and Biodiversity, 2015, vol. 12, # 2, p. 259 - 272
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2534 - 2535

Oroxylin A Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Oroxylin A manufacturers

Xi an Biohorlden Industry Trade Co Ltd

Product: Oroxylin A 480-11-5
Price: US $0.00-0.00/g
Min. Order: 10g
Purity: 99%
Supply Ability: 20kg
Release date: 2025-11-06

Shaanxi Dideu Medichem Co. Ltd

Product: Oroxylin A 480-11-5
Price: US $1.00-4.00/KG
Min. Order: 1KG
Purity: 99%
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Release date: 2025-05-14

Wuhan Haorong Biotechnology Co.,Ltd

Product: Oroxylin A 480-11-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5000
Release date: 2023-08-07

480-11-5, Oroxylin ARelated Search:

Oroxylin A-7-O-glucuronide Cepharanthine HINOKIFLAVONE HISPIDULIN SCUTELLAREIN TETRAMETHYL ETHER 3',5-DIHYDROXY-4',6,7-TRIMETHOXYFLAVONE CASTICIN 6,7-DIMETHOXY-3',4',5-TRIHYDROXYFLAVONE EUPATORIN-5-METHYL ETHER 3'-BENZYLOXY-4',5,6,7-TETRAMETHOXYFLAVONE 5,6,7-TRIMETHOXYFLAVONE 6-METHOXYLUTEOLIN 3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE 3',4',5',5,6,7-HEXAMETHOXYFLAVONE APIGENIN 6-GLUCOSYL-7-O-METHYL ETHER cirsimaritin Tangeretin SINENSETIN

5,7-Dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one

5,7-Dihydroxy-6-methoxyflavone

Oroxylia A

6-Methoxybaicalein

Baicalein 6-methyl ether

Oroxylin

OLOXYLINA

oxoxylin A

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-phenyl-

5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one

Autophagy,HIF-PH,HIFs,Inhibitor,HIF/HIF Prolyl-Hydroxylase,inhibit,Oroxylin A,Hypoxia-inducible factors,Virus Protease

OROXYLIN A

Baicalein Impurity 8

Oroxylin A, 10 mM in DMSO

480-11-5

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