U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C20H18O8
Molecular Weight 386.3521
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RECOFLAVONE

SMILES

COC1=CC=C(C=C1OC)C2=CC(=O)C3=C(OC)C=C(OCC(O)=O)C=C3O2

InChI

InChIKey=BCPQOBQIVJZOFL-UHFFFAOYSA-N
InChI=1S/C20H18O8/c1-24-14-5-4-11(6-16(14)25-2)15-9-13(21)20-17(26-3)7-12(8-18(20)28-15)27-10-19(22)23/h4-9H,10H2,1-3H3,(H,22,23)

HIDE SMILES / InChI

Molecular Formula C20H18O8
Molecular Weight 386.3521
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Recoflavone (DA-6034) is a synthetic derivative of eupatillen (flavone derivative). It has antioxidant properties, and anti-inflammatory effects in inflammatory bowel disease (IBD). Although the exact mechanism is still unknown, recoflavone may decrease intestinal permeability in an indomethacin-induced intestinal injury model via the extracellular signal-regulated kinase pathway. In a phase I clinical trial, recoflavone was well tolerated and minimally absorbed in healthy volunteers. In other (phase II and III) clinical trials, the drug has been evaluated for use in treatment of gastritis (phase III), dry eyes, and Crohn’s disease (discontinued).

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacokinetics of 7-carboxymethyloxy-3',4',5-trimethoxy flavone (DA-6034), a derivative of flavonoid, in mouse and rat models of chemically-induced inflammatory bowel disease.
2006 Jan
Inhibitory effects of 7-carboxymethyloxy-3',4',5-trimethoxyflavone (DA-6034) on Helicobacter pylori-induced NF-kappa B activation and iNOS expression in AGS cells.
2007 Jan
Liquid chromatography-mass spectrometry for the simultaneous determination of the catalpol-related iridoid glucosides, verproside, isovanilloylcatalpol, catalposide and 6-O-veratroyl catalpol in rat plasma.
2009 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:46:24 GMT 2023
Edited
by admin
on Fri Dec 15 18:46:24 GMT 2023
Record UNII
U96J5LG435
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RECOFLAVONE
INN  
INN   INCI  
Official Name English
DA-6034
Code English
ACETIC ACID, ((2-(3,4-DIMETHOXYPHENYL)-5-METHOXY-4-OXO-4H-1-BENZOPYRAN-7-YL)OXY)-
Common Name English
recoflavone [INN]
Common Name English
((2-(3,4-DIMETHOXYPHENYL)-5-METHOXY-4-OXO-4H-CHROMEN-7-YL)OXY)ACETIC ACID
Systematic Name English
7-(CARBOXYMETHYLOXY)-3',4',5-TRIMETHOXYFLAVONE
Systematic Name English
DA 6034
Code English
ACETIC ACID, 2-((2-(3,4-DIMETHOXYPHENYL)-5-METHOXY-4-OXO-4H-1-BENZOPYRAN-7-YL)OXY)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1745
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
Code System Code Type Description
DRUG BANK
DB12058
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
INN
9390
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
FDA UNII
U96J5LG435
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
SMS_ID
300000034449
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
CAS
203191-10-0
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
PUBCHEM
9952125
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID50174205
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
NCI_THESAURUS
C152170
Created by admin on Fri Dec 15 18:46:24 GMT 2023 , Edited by admin on Fri Dec 15 18:46:24 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
inhibits activation
Related Record Type Details
ACTIVE MOIETY