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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>&#174;</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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Oroxylin A Suppliers

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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%
Supply Ability
200000KG
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
  • Miscellaneous Natural Products