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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H18O10
Molecular Weight 370.3081
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FRAXIN

SMILES

COC1=C(O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C3OC(=O)C=CC3=C1

InChI

InChIKey=CRSFLLTWRCYNNX-QBNNUVSCSA-N
InChI=1S/C16H18O10/c1-23-7-4-6-2-3-9(18)25-14(6)15(11(7)20)26-16-13(22)12(21)10(19)8(5-17)24-16/h2-4,8,10,12-13,16-17,19-22H,5H2,1H3/t8-,10-,12+,13-,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H18O10
Molecular Weight 370.3081
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Cortex fraxini, a famous Chinese herbal folk medicine, is used for the clinical treatment of hyperuricemia, arthritis, diarrhea, liver-protective. and bacillary dysentery. Fraxin, a main active component isolated from Cortex fraxini, possesses a variety of bioactivities such as anti-inflammatory, antioxidant, analgesic, antimicrobial, antiviral, immunomodulatory, anti-hyperuricemia and diuresis. And a recent study indicated that fraxin showed potent hepatoprotective effects in vitro and in vivo, presumably through reducing Oxidative Stress. Fraxin protects cells from oxidative stress.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.61 µM [Ki]
4.32 µM [Ki]
4.86 µM [Ki]
7.7 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In mice model, pretreatment with fraxin (10, 20 or 40mg/kg) along with CCl4 significantly alleviated liver damage as indicated by the decreased levels of liver index, liver marker enzymes, lipid peroxidation, inflammatory mediators, increased levels of the antioxidant enzymatic and non-enzymatic defense parameters, and improved hepatic histopathology changes.
Route of Administration: Oral
In Vitro Use Guide
Fraxin showed free radical scavenging effect at high concentration (0.5 mM) and cell protective effect against H2O2-mediated oxidative stress.
Substance Class Chemical
Record UNII
V7M270Y072
Record Status Validated (UNII)
Record Version