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Details

Stereochemistry ACHIRAL
Molecular Formula C16H12O5
Molecular Weight 284.2635
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OROXYLIN A

SMILES

COC1=C(O)C=C2OC(=CC(=O)C2=C1O)C3=CC=CC=C3

InChI

InChIKey=LKOJGSWUMISDOF-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Oroxylin A is a flavonoid compound, one of the main components extracted from Scutellariae radix. It possess a broad spectrum of pharmacological effects, especially anti-cancer, anti-inflammatory and neuroprotective activity. Oroxylin A inactivated HIF1α and reprogrammed fatty acid metabolism of HCT116 cells, decreasing intracellular fatty acid level and enhancing fatty acid oxidation. Oroxylin A improves attention-deficit hyperactivity disorder-like behaviors in spontaneously hypertensive rats via enhancement of dopamine neurotransmission and not modulation of GABA pathway as previously reported. Importantly, the present study indicates the potential therapeutic value of oroxylin A in the treatment of attention-deficit hyperactivity disorder. Both in vitro and in vivo study showed that oroxylin A possesses low toxicity, but the field was just limited in cancer research.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Synthesis and in vitro study of novel 7-O-acyl derivatives of Oroxylin A as antibacterial agents.
2005 Sep 1
The ameliorating effect of oroxylin A on scopolamine-induced memory impairment in mice.
2007 May
Scuteflorins A and B, dihydropyranocoumarins from Scutellaria lateriflora.
2009 Jun
In vitro study of the tocolytic effect of oroxylin A from Scutellaria baicalensis root.
2009 Mar 4
MAC-related mitochondrial pathway in oroxylin-A-induced apoptosis in human hepatocellular carcinoma HepG2 cells.
2009 Nov 1
Oroxylin A reverses P-glycoprotein-mediated multidrug resistance of MCF7/ADR cells by G2/M arrest.
2013 May 23
Patents

Sample Use Guides

Rat: 1, 5 and 10 mg/kg
Route of Administration: Intraperitoneal
Oroxylin A was able to inhibit glucose uptake and the release of lactate of human hepatocellular carcinoma HepG2 cells at relatively mild concentrations (12.5–50 uM) without inducing severe apoptosis (mostly 8.78%).
Name Type Language
OROXYLIN A
MI  
Common Name English
BAICALEIN 6-METHYL ETHER
Brand Name English
OROXYLIN
Common Name English
5,7-DIHYDROXY-6-METHOXYFLAVONE
Systematic Name English
5,7-DIHYDROXY-6-METHOXY-2-PHENYL-4H-1-BENZOPYRAN-4-ONE
Systematic Name English
5,7-DIHYDROXY-6-METHOXY-2-PHENYLCHROMEN-4-ONE
Systematic Name English
FLAVONE, 5,7-DIHYDROXY-6-METHOXY-
Systematic Name English
6-METHOXYBAICALEIN
Common Name English
OROXYLIN A [MI]
Common Name English
Code System Code Type Description
FDA UNII
53K24Z586G
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY
PUBCHEM
5320315
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY
MERCK INDEX
m8244
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY Merck Index
CHEBI
61668
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY
CHEBI
77939
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY
WIKIPEDIA
OROXYLIN A
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID70197375
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY
CAS
480-11-5
Created by admin on Sat Dec 16 03:21:11 GMT 2023 , Edited by admin on Sat Dec 16 03:21:11 GMT 2023
PRIMARY