SOFALCONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C27H30O6
Molecular Weight	450.5235
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=CCOC1=CC=C(\C=C\C(=O)C2=CC=C(OCC=C(C)C)C=C2OCC(O)=O)C=C1

InChI

InChIKey=GFWRVVCDTLRWPK-KPKJPENVSA-N

InChI=1S/C27H30O6/c1-19(2)13-15-31-22-8-5-21(6-9-22)7-12-25(28)24-11-10-23(32-16-14-20(3)4)17-26(24)33-18-27(29)30/h5-14,17H,15-16,18H2,1-4H3,(H,29,30)/b12-7+

HIDE SMILES / InChI

Molecular Formula	C27H30O6
Molecular Weight	450.5235
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.nipro-es-pharma.co.jp/product/di/files/tb/CSEF_tb_016701.html
Curator's Comment: Description was created based on several sources, including: http://www.taisho.co.jp/en/company/release/2004/04_0803-e.htm http://www.drugbank.ca/drugs/DB05197

Sofalcone is a mucosal protective agent that has been reported to inhibit growth of Helicobacter pylori. It is considered safe and effective for the treatment of gastritis and gastric ulcer. It is used in Japan. Adverse reactions are: liver dysfunction, jaundice, rash, constipation, dry mouth, heartburn.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Prostaglandin Synthesis and Regulation 6 Target ID: WP98 Sources: http://www.taisho.co.jp/en/company/release/2004/04_0803-e.htm	Modulator 846

Conditions

Condition	Modality	Targets	Highest Phase	Product
Helicobacter pylori gastritis 3 Sources: https://www.nipro-es-pharma.co.jp/product/di/files/tb/CSEF_tb_016701.html	Primary		Approved 8583	Solon Approved Use It is used for the treatment of gastritis. Launch Date 1984
Peptic ulcer 72 Sources: https://www.nipro-es-pharma.co.jp/product/di/files/tb/CSEF_tb_016701.html	Primary		Approved 8583	Solon Approved Use It is used as peptic ulcer agent. Launch Date 1984

C_max

Value	Dose	Analyte	Population
0.39 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:	SOFALCONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
1.27 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	SOLFACONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
2.11 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	SOLFACONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
1.26 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:	SOFALCONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
3.99 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	SOLFACONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
5.48 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	SOLFACONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
3.29 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:	SOFALCONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
2.77 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	SOLFACONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
3.38 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/17586104/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	SOLFACONE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
200 mg single, oral Highest studied dose Dose: 200 mg Route: oral Route: single Dose: 200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/17586104/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/17586104/	Sources: https://pubmed.ncbi.nlm.nih.gov/17586104/
100 mg 3 times / day multiple, oral Recommended Dose: 100 mg, 3 times / day Route: oral Route: multiple Dose: 100 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/	Disc. AE: Skin rash... Other AEs: Diarrhea, Heartburn... AEs leading to discontinuation/dose reduction: Skin rash (1.8%) Other AEs: Diarrhea (grade 1, 13%) Heartburn (grade 1, 7.4%) Nausea (grade 1, 1.8%) Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/

AEs

AE	Significance	Dose	Population
Skin rash	1.8% Disc. AE	100 mg 3 times / day multiple, oral Recommended Dose: 100 mg, 3 times / day Route: oral Route: multiple Dose: 100 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/
Nausea	grade 1, 1.8%	100 mg 3 times / day multiple, oral Recommended Dose: 100 mg, 3 times / day Route: oral Route: multiple Dose: 100 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/
Diarrhea	grade 1, 13%	100 mg 3 times / day multiple, oral Recommended Dose: 100 mg, 3 times / day Route: oral Route: multiple Dose: 100 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/
Heartburn	grade 1, 7.4%	100 mg 3 times / day multiple, oral Recommended Dose: 100 mg, 3 times / day Route: oral Route: multiple Dose: 100 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/15786539/

PubMed

Title	Date	PubMed
Sofalcone, a mucoprotective agent, increases the cure rate of Helicobacter pylori infection when combined with rabeprazole, amoxicillin and clarithromycin.	2005-03-21	15786539
Preliminary study on a novel quadruple eradication therapy with a mucoprotective drug, sofalcone, for Helicobacter pylori infection.	1998	9872520
Combination therapy with clarithromycin and sofalcone for eradication of Helicobacter pylori.	1994-12	7735929

Patents

Sample Use Guides

In Vivo Use Guide

Adults take 100 mg of sofalcone 3 times a day.

Route of Administration: Oral

In Vitro Use Guide

MIC50 for Helicobacter pylori is 12.5 ug/ml

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:11:24 GMT 2025` Edited by `admin` on `Mon Mar 31 18:11:24 GMT 2025`
Record UNII	2B668TJX8E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SOFALCONE

Official Name

English

SOLON

Preferred Name

English

SOFALCONE [MI]

Common Name

English

SOFALCONE [JAN]

Common Name

English

(5-((3-METHYL-2-BUTENYL)OXY)-2-(P-((3-METHYL-2-BUTENYL)OXY)CINNAMOYL)PHENOXY)ACETIC ACID

Systematic Name

English

sofalcone [INN]

Common Name

English

ACETIC ACID, 2-(5-((3-METHYL-2-BUTEN-1-YL)OXY)-2-((2E)-3-(4-((3-METHYL-2-BUTEN-1-YL)OXY)PHENYL)-1-OXO-2-PROPEN-1-YL)PHENOXY)-

Systematic Name

English

SU-88

Code

English

Sofalcone [WHO-DD]

Common Name

English

SOFALCONE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1745