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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
Molecular Weight:
284.26
MDL Number:
MFCD02259441
MOL File:
480-11-5.mol
Last updated:2025-07-25 23:32:35

Oroxylin A Properties

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
FDA UNII 53K24Z586G
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
NFPA 704
0
2 0

Oroxylin A price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL82615 Oroxylin A phyproof® Reference Substance 480-11-5 10 mg $431 2025-07-31 Buy
TCI Chemical O0635 Oroxylin A 480-11-5 250MG $216 2025-07-31 Buy
Cayman Chemical 27363 Oroxylin A 480-11-5 1mg $93 2024-03-01 Buy
Cayman Chemical 27363 Oroxylin A 480-11-5 25mg $1139 2024-03-01 Buy
Cayman Chemical 27363 Oroxylin A 480-11-5 5mg $343 2024-03-01 Buy
Product number Packaging Price Buy
PHL82615 10 mg $431 Buy
O0635 250MG $216 Buy
27363 1mg $93 Buy
27363 25mg $1139 Buy
27363 5mg $343 Buy

Oroxylin A Chemical Properties,Uses,Production

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

5,6,7-TRIMETHOXYFLAVONE

973-67-1

Oroxylin A

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

973-67-1
480-11-5
Synthesis of Oroxylin A from 5,6,7-TRIMETHOXYFLAVONE
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View Lastest Price from Oroxylin A manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Oroxylin A pictures 2025-08-11 Oroxylin A
480-11-5
US $0.00-0.00 / KG 1KG 99% 5000 Wuhan Haorong Biotechnology Co.,Ltd
Oroxylin A pictures 2025-08-08 Oroxylin A
480-11-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mujin Biotechnology Co.,Ltd
Oroxylin A pictures 2025-07-25 Oroxylin A
480-11-5
US $80.00 / mL 99.67% 10g TargetMol Chemicals Inc.
  • Oroxylin A pictures
  • Oroxylin A
    480-11-5
  • US $0.00-0.00 / KG
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd
  • Oroxylin A pictures
  • Oroxylin A
    480-11-5
  • US $0.00 / KG
  • 99%
  • Hebei Mujin Biotechnology Co.,Ltd
  • Oroxylin A pictures
  • Oroxylin A
    480-11-5
  • US $80.00 / mL
  • 99.67%
  • TargetMol Chemicals Inc.

Oroxylin A Spectrum

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