RETUSIN

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 Search

SMILES

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

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26080742 | https://www.ncbi.nlm.nih.gov/pubmed/26058603 | https://www.ncbi.nlm.nih.gov/pubmed/10374246

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 Target	Pharmacology	Potency
Tyrosinase 41 Target ID: CHEMBL3318 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26080742	Inhibitor 8504	50.9 µM [IC50]
Oxidative Stress 162 Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26080742	Inhibitor 8504
ATP-binding cassette sub-family G member 2 16 Target ID: CHEMBL5393 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21354800 \| https://www.ncbi.nlm.nih.gov/pubmed/23851114	Inhibitor 8504	390.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Vomiting and nausea 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10374246	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Anti-inflammatory mechanism of Kaempferia parviflora in murine macrophage cells (RAW 264.7) and in experimental animals.	2009-07-30	19439175
Effects of compounds from Kaempferia parviflora on nitric oxide, prostaglandin E2 and tumor necrosis factor-alpha productions in RAW264.7 macrophage cells.	2008-10-30	18725283
Inhibitory effects of quercetin derivatives on phosphodiesterase isozymes and high-affinity [(3) H]-rolipram binding in guinea pig tissues.	2008-10	18264679
Anti-allergic activity of compounds from Kaempferia parviflora.	2008-02-28	18077118
Effect of different flavonoids on collagen synthesis in human fibroblasts.	2006-03	16642409
A new chromone from Ficus lyrata.	2005-02	15621607
Radical scavenging and xanthine oxidase inhibitory activity of phenolic compounds from Bridelia ferruginea stem bark.	2001-05	11370716

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 Created by `admin` on `Mon Mar 31 19:06:25 GMT 2025` Edited by `admin` on `Mon Mar 31 19:06:25 GMT 2025`
Record UNII	M8591903SD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RETUSIN

Common Name

English

NSC-61837

Preferred Name

English

2-(3,4-DIMETHOXYPHENYL)-5-HYDROXY-3,7-DIMETHOXY-4H-CHROMEN-4-ONE

Systematic Name

English

4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIMETHOXYPHENYL)-5-HYDROXY-3,7-DIMETHOXY-

Systematic Name

English

QUERCETIN 3,3',4',7-O-TETRAMETHYL ETHER

Common Name

English

3,3',4',7-TETRA-O-METHYLQUERCETIN

Common Name

English

FLAVONE, 5-HYDROXY-3,3',4',7-TETRAMETHOXY-

Systematic Name

English

3,3',4',7-TETRAMETHYLQUERCETIN

Common Name

English

5-HYDROXY-3,7,3',4'-TETRAMETHOXYFLAVONE

Systematic Name

English

QUERCETIN 3,7,3',4'-TETRAMETHYL ETHER

Common Name

English

NSC-618937

Code

English

HYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE, 5-

Systematic Name

English

5-HYDROXY-3,3',4',7-TETRAMETHOXYFLAVONE

Systematic Name

English

Code System Code Type Description

NSC

61837