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Details

Stereochemistry ACHIRAL
Molecular Formula C19H18O7
Molecular Weight 358.342
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RETUSIN

SMILES

COC1=CC2=C(C(=O)C(OC)=C(O2)C3=CC(OC)=C(OC)C=C3)C(O)=C1

InChI

InChIKey=HHGPYJLEJGNWJA-UHFFFAOYSA-N
InChI=1S/C19H18O7/c1-22-11-8-12(20)16-15(9-11)26-18(19(25-4)17(16)21)10-5-6-13(23-2)14(7-10)24-3/h5-9,20H,1-4H3

HIDE SMILES / InChI

Molecular Formula C19H18O7
Molecular Weight 358.342
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Retusin is an O-methylated isoflavone, a type of flavonoid. It can be found in Fabaceae species like Dipteryx odorata, in Dalbergia retusa and in Millettia nitida. Retusin exhibited potent free-radical-scavenging capacity as well as efficient inhibition of cellular melanogenesis, suggesting that it is a valuable hit compound with potential for advanced cosmeceutical development. Retusin showed efficient inhibition both of cellular melanin formation and anti-tyrosinase activity in B16F10 melanocytes. Retusin exhibited an anti-emetic effect in chick model.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
50.9 µM [IC50]
390.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Retusin inhibited emetic action of copper sulfate at two doses of 20 mg/kg and 50 mg/kg.
Route of Administration: Oral
In Vitro Use Guide
Retusin inhibited mushroom tyrosinase activity with the IC50 value of 50.9 uM at 30 min.
Substance Class Chemical
Record UNII
M8591903SD
Record Status Validated (UNII)
Record Version