GLYCERYL 1-LINOLEATE

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 Search

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

Molecular Formula	C21H38O4
Molecular Weight	354.524
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	2
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9693089 | https://www.ncbi.nlm.nih.gov/pubmed/14661857 | https://www.ncbi.nlm.nih.gov/pubmed/9795071 | https://www.ncbi.nlm.nih.gov/pubmed/18242895

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

Targets

Primary Target	Pharmacology	Condition	Potency
Seed lipoxygenase-1 4 Target ID: CHEMBL4586 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9693089	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Characterization of soybean lipoxygenase immobilized in cross-linked phyllosilicates.	1998 Aug	9693089
Bioadhesive drug delivery systems. I. Characterisation of mucoadhesive properties of systems based on glyceryl mono-oleate and glyceryl monolinoleate.	1998 Jul	9795071
Herbal extract prevents bone loss in ovariectomized rats.	2003 Nov	14661857
Preparation and evaluation of self-microemulsifying drug delivery system of oridonin.	2008 May 1	18242895

Patents

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:37:12 GMT 2025` Edited by `admin` on `Mon Mar 31 18:37:12 GMT 2025`
Record UNII	MGG581HK1Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(±)-2,3-DIHYDROXYPROPYL 9(Z),12(Z)-OCTADECADIENOATE

Preferred Name

English

GLYCERYL 1-LINOLEATE

Common Name

English

GLYCEROL 1-MONOLINOLATE

Common Name

English

.ALPHA.-GLYCERYL LINOLEATE

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