TREPIBUTONE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H22O6
Molecular Weight	310.3423
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCOC1=CC(OCC)=C(OCC)C=C1C(=O)CCC(O)=O

InChI

InChIKey=YPTFHLJNWSJXKG-UHFFFAOYSA-N

InChI=1S/C16H22O6/c1-4-20-13-10-15(22-6-3)14(21-5-2)9-11(13)12(17)7-8-16(18)19/h9-10H,4-8H2,1-3H3,(H,18,19)

HIDE SMILES / InChI

Molecular Formula	C16H22O6
Molecular Weight	310.3423
Charge	0
Count

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

Description
Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf
Curator's Comment: description was created based on several sources, including: http://www.kegg.jp/medicus-bin/japic_med?japic_code=00054798 http://www.ncbi.nlm.nih.gov/pubmed/864884

This medicine promotes secretion of the bile and pancreatic juice, and accelerates flaccidity of the smooth muscle in the gastrointestinal tract (sphincter of hepatopancreatic ampulla etc.) to lower internal pressure of the gallbladder and bile duct. It improves the symptoms of the bile duct and pancreatic disease. It is usually used for improvement of cramp and bile secretion associated with cholelithiasis, cholecystitis, cholangitis, dyskinesia of the biliary tract or postcholecystectomy syndrome, or pain and gastrointestinal symptoms associated with chronic pancreatitis. Side effects are nausea, constipation, abdominal bloating, diarrhea, rash, itch, etc.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Catechol O-methyltransferase 21 Target ID: CHEMBL2023 Sources: http://www.genome.jp/kegg-bin/show_pathway?map07216+D01365	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Cholelithiasis 14 Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf	Palliative	Approved 8583	SUPACAL Approved Use It is usually used for improvement of cramp and bile secretion associated with cholelithiasis
Cholecystitis 12 Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf	Palliative	Approved 8583	SUPACAL Approved Use It is usually used for improvement of cramp and bile secretion associated with cholecystitis
Cholangitis 4 Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf	Palliative	Approved 8583	SUPACAL Approved Use It is usually used for improvement of cramp and bile secretion associated with cholangitis
Post-cholecystectomy syndrome 2 Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf	Palliative	Approved 8583	SUPACAL Approved Use It is usually used for improvement of cramp and bile secretion associated with postcholecystectomy syndrome

C_max

Value	Dose	Analyte	Population
2.9 μg/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=17	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
3.6 μg/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=17	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
1.4 μg/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=18 \| https://www.jstage.jst.go.jp/article/jscpt1970/8/4/8_4_485/_article/-char/en	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
3.1 μg/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=18 \| https://www.jstage.jst.go.jp/article/jscpt1970/8/4/8_4_485/_article/-char/en	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
3.9 μg/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=18 \| https://www.jstage.jst.go.jp/article/jscpt1970/8/4/8_4_485/_article/-char/en	60 mg single, oral dose: 60 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
0.3 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/8/4/8_4_485/_article/-char/en	10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
5.1 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/8/4/8_4_485/_article/-char/en	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
12.1 μg/mL EXPERIMENT https://www.jstage.jst.go.jp/article/jscpt1970/8/4/8_4_485/_article/-char/en	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
6.45 μg × h/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=17	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
5.1 μg × h/mL OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=17	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
1.4 h OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=17	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
1.79 h OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=17	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		TREPIBUTONE serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
6% OTHER GOV'T https://www.info.pmda.go.jp/go/interview/2/180095_2369003C1030_2_001_1F.pdf#page=18			TREPIBUTONE serum	Homo sapiens

Doses

Dose	Population	Adverse events
40 mg 3 times / day multiple, oral Recommended Dose: 40 mg, 3 times / day Route: oral Route: multiple Dose: 40 mg, 3 times / day Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf	unhealthy, UNKNOWN Health Status: unhealthy Age Group: UNKNOWN Sex: M+F Food Status: FED Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf	Sources: https://www.ohara-ch.co.jp/appendix/pdf/inc03/supacal40T-SIE.pdf

PubMed

Title	Date	PubMed
pH-independent controlled-release microspheres using polyglycerol esters of fatty acids.	1994-11	7891282
Biliary spasmolytic action of 3-(2,4,5-triethoxybenzoyl)propionic acid (AA-149) in dogs.	1978-04-01	639858
A possible mechanism of choleretic action of 3-(2,4,5-triethoxybenzoyl)-propionic acid (AA-149) in dogs.	1978-03-01	639840
Studies on increased bile formation produced by polyoxybenzenes in rats.	1977-02	864884

Patents

Sample Use Guides

In Vivo Use Guide

1 tablet (40 mg of the active ingredient) 3 times daily, immediately after meal.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:07 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:07 GMT 2025`
Record UNII	H1187LU49Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TREPIBUTONE

Official Name

English

SUPACAL

Preferred Name

English

Trepibutone [WHO-DD]

Common Name

English

TREPIBUTONE [MI]

Common Name

English

trepibutone [INN]

Common Name

English

3-(2',4',5'-TRIETHOXYBENZOYL)PROPIONIC ACID

Systematic Name

English

TREPIBUTONE [JAN]

Common Name

English

TREPIBUTONE [MART.]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QA03AX09