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

Details

Stereochemistry RACEMIC
Molecular Formula C21H38O4
Molecular Weight 354.524
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of GLYCERYL 1-LINOLEATE

SMILES

CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC(O)CO

InChI

InChIKey=WECGLUPZRHILCT-HZJYTTRNSA-N
InChI=1S/C21H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-

HIDE SMILES / InChI

Description

Glyceryl 1-linoleate is used in the synthesis of controlled release systems for drug delivery. Also in the preparation of a self-microemulsifying drug delivery system for the enhancement of oral drug bioavailability. Glyceryl 1-linoleate is a substrate for the soybean lipoxygenase. It is the main ingredient of the herbal extract obtained from Astragalus membranaceus. It was tested to prevent bone loss in ovariectomized rats. Glyceryl 1-linoleate didn’t prevent tibia and lumbar bone loss in animals.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Preparation and evaluation of self-microemulsifying drug delivery system of oridonin.
2008 May 1
Patents

Patents

EP0244144B1
1
US4990289
1
WO1995025505 A1
1

Sample Use Guides

In Vivo Use Guide
Rat: 2 or 10 mg/kg/day once daily for 9 weeks
Route of Administration: Intraperitoneal
In Vitro Use Guide
Alkaline phosphatase activity, a characteristic of osteoblasts, was increased in SAOS-2 cells to 118% at 1x10(-7)M of 1-monolinolein.
Name Type Language
GLYCERYL 1-LINOLEATE
Common Name English
GLYCEROL 1-MONOLINOLATE
Common Name English
.ALPHA.-GLYCERYL LINOLEATE
Common Name English
(±)-2,3-DIHYDROXYPROPYL 9(Z),12(Z)-OCTADECADIENOATE
Common Name English
9,12-OCTADECADIENOIC ACID (9Z,12Z)-, 2,3-DIHYDROXYPROPYL ESTER
Common Name English
1-MONOLINOLEIN
Common Name English
1-LINOLEYLGLYCEROL
Systematic Name English
9,12-OCTADECADIENOIC ACID (Z,Z)-, 2,3-DIHYDROXYPROPYL ESTER
Common Name English
1-GLYCERYL LINOLEATE
Systematic Name English
1-O-(9Z,12Z-OCTADECADIENOYL)GLYCEROL
Common Name English
1-MONOLINOLEOYL-RAC-GLYCEROL
Common Name English
LINOLEIN, 1-MONO-
Common Name English
2,3-DIHYDROXYPROPYL LINOLEATE
Systematic Name English
.ALPHA.-MONOLINOLEIN
Common Name English
Code System Code Type Description
CHEBI
75568
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
CAS
2277-28-3
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
CHEBI
75565
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
ECHA (EC/EINECS)
218-901-4
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
PUBCHEM
5283469
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
FDA UNII
MGG581HK1Y
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID20101671
Created by admin on Fri Dec 15 16:50:53 GMT 2023 , Edited by admin on Fri Dec 15 16:50:53 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of GLYCERYL 1-LINOLEATE
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966