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Details

Stereochemistry RACEMIC
Molecular Formula C11H22O4
Molecular Weight 218.29
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCERYL 1-CAPRYLATE

SMILES

CCCCCCCC(=O)OCC(O)CO

InChI

InChIKey=GHBFNMLVSPCDGN-UHFFFAOYSA-N
InChI=1S/C11H22O4/c1-2-3-4-5-6-7-11(14)15-9-10(13)8-12/h10,12-13H,2-9H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://en.pharmacodia.com/web/drug/1_7272.html

Glyceryl 1-caprylate (Monooctanoin, Capmul 8210), a semisynthetic esterified glycerol, a cholesterol solvent, that has been used for the dissolution of retained cholesterol gallstones following cholecystectomy. Bile duct infusion of monooctanoin is associated with little toxicity, although potentially serious problems can result from absorption of the drug or tissue infiltration. Gastrointestinal side effects such as anorexia, nausea, vomiting, diarrhea, and abdominal pain have been reported most commonly. Complete gallstone dissolution has occurred in approximately 50-75 percent of patients receiving monooctanoin. Although mechanical stone removal is still considered to be the treatment of choice for retained gallstones, monooctanoin use appeared promising for stone dissolution in patients in whom mechanical removal has been unsuccessful or is impossible. Monoctanoin was approved by the U.S. Food and Drug Administration (FDA) on Oct 29, 1985. It was developed and marketed as Moctanin® by ETHITEK in US.

Originator

Curator's Comment: Thistle introduced monooctanoin therapy in 1980

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Moctanin

Approved Use

Unknown

Launch Date

1985
PubMed

PubMed

TitleDatePubMed
Monooctanoin, a dissolution agent for retained cholesterol bile duct stones: physical properties and clinical application.
1980 May
In vitro dissolution of gallstones: comparison of monooctanoin, sodium dehydrocholate, heparin, and saline.
1982 Feb
Monooctanoin use for gallstone dissolution.
1985 Oct
Novel microemulsion-based gel formulation of tazarotene for therapy of acne.
2016 Dec
Patents

Patents

Sample Use Guides

Perfuse at rate not to exceed 3-5 mL/hr at a pressure of 10 cm water (to minimize irritation) for 7-21 days.
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
GLYCERYL 1-CAPRYLATE
Common Name English
GLYCEROL 1-OCTANOATE [MI]
Common Name English
GLYCERYL-1-CAPRYLATE
Common Name English
Glycerol 1-octanoate
MI  
Systematic Name English
MONOCTANOIN COMPONENT A
Common Name English
OCTANOIC ACID, 2,3-DIHYDROXYPROPYL ESTER
Common Name English
Code System Code Type Description
DAILYMED
MCF579Z59B
Created by admin on Fri Dec 15 15:53:33 GMT 2023 , Edited by admin on Fri Dec 15 15:53:33 GMT 2023
PRIMARY
FDA UNII
MCF579Z59B
Created by admin on Fri Dec 15 15:53:33 GMT 2023 , Edited by admin on Fri Dec 15 15:53:33 GMT 2023
PRIMARY
CAS
502-54-5
Created by admin on Fri Dec 15 15:53:33 GMT 2023 , Edited by admin on Fri Dec 15 15:53:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID6048383
Created by admin on Fri Dec 15 15:53:33 GMT 2023 , Edited by admin on Fri Dec 15 15:53:33 GMT 2023
PRIMARY
PUBCHEM
3033877
Created by admin on Fri Dec 15 15:53:33 GMT 2023 , Edited by admin on Fri Dec 15 15:53:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL1570482
Created by admin on Fri Dec 15 15:53:33 GMT 2023 , Edited by admin on Fri Dec 15 15:53:33 GMT 2023
PRIMARY