GLYCERYL 1-ACETATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C5H10O4
Molecular Weight	134.1305
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)OCC(O)CO

InChI

InChIKey=KMZHZAAOEWVPSE-UHFFFAOYSA-N

InChI=1S/C5H10O4/c1-4(7)9-3-5(8)2-6/h5-6,8H,2-3H2,1H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16119418 | https://www.ncbi.nlm.nih.gov/pubmed/24492673 | https://www.ncbi.nlm.nih.gov/pubmed/21691092 | DOI: 10.1039/C3GC42032A

Glyceryl 1-acetate is a glycerol ester. It potently inhibits aquaporin-mediated glycerol uptakes. Glyceryl 1-acetate was primarily used as an antidote in fluoroacetate poisoning because it was believed that acetate exerted a protective effect via competition with fluoroacetate for binding with coenzyme A. Glyceryl 1-acetate has been superseded by acetamide therapy. Glycerol 1-Acetate is a derivative of Triacetin, which is used as a food additive and flavoring.

Approval Year

Targets

Primary Target	Pharmacology	Potency
Aquaporin-9 1 Target ID: O43315 Gene ID: 366.0 Gene Symbol: AQP9 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18762715	Inhibitor 8297
Aquaporin-7 1 Target ID: O14520 Gene ID: 364.0 Gene Symbol: AQP7 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24492673	Inhibitor 8297	134.0 µM [Ki]
Aquaporin-10 1 Target ID: Q96PS8 Gene ID: 89872.0 Gene Symbol: AQP10 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21691092	Inhibitor 8297
Ccoenzyme A 1 Target ID: Ccoenzyme A Sources: https://www.ncbi.nlm.nih.gov/pubmed/16119418	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Fluoroacetate poisoning 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5880542 https://www.ncbi.nlm.nih.gov/pubmed/6578725 https://www.ncbi.nlm.nih.gov/pubmed/1437742 https://www.ncbi.nlm.nih.gov/pubmed/16119418	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Human milk bile salt-activated lipase. Further characterization and kinetic studies.	1981 Oct 10	7275975
The effect of monoacetin and calcium chloride on acid-base balance and survival in experimental sodium fluoroacetate poisoning.	1983	6578725
Determination of the composition of acetylglycerol mixtures by (1)H NMR followed by GC investigation.	2008 Nov 15	18947192

Patents

Sample Use Guides

In Vivo Use Guide

Rat: 0.3 ml

Route of Administration: Intraperitoneal

In Vitro Use Guide

The glycerol analogues GLYCERYL 1-ACETATE was able in a concentration-dependent manner to inhibit glycerol uptake into rat hepatocytes with IC50 values of approximately 1 mM.

Name

Type

Language

GLYCERYL 1-ACETATE

Common Name

English

1-MONOACETIN [USP IMPURITY]

Common Name

English

ACETIN, 1-MONO-

Systematic Name

English

1,2,3-PROPANETRIOL, 1-ACETATE

Common Name

English

NSC-35010

Code

English

1-MONOACETIN

Common Name

English

MONOACETYL GLYCERINE

Systematic Name

English

GLYCERYL 1-MONOACETATE

Common Name

English

ACETIC ACID, MONOGLYCERIDE

Common Name

English

(±)-2,3-DIHYDROXYPROPYL ACETATE

Systematic Name

English

.ALPHA.-MONOACETIN

Common Name

English

GLYCEROL .ALPHA.-MONOACETATE

Common Name

English

Code System Code Type Description

CAS

106-61-6