GLYCERYL 2-NITRATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H7NO5
Molecular Weight	137.0914
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(CO)O[N+]([O-])=O

InChI

InChIKey=QYZBMMOLPVKAPU-UHFFFAOYSA-N

InChI=1S/C3H7NO5/c5-1-3(2-6)9-4(7)8/h3,5-6H,1-2H2

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3105544 | https://www.ncbi.nlm.nih.gov/pubmed/3117068

Glyceryl 2-nitrate (G-2-N) is the major metabolite of glyceryl trinitrate. Strips of rat aorta contracted with potassium chloride or with norepinephrine were relaxed by G-2-N. After oral administration to the anaesthetized rat or to the conscious dog G-2-N exhibited antianginal and hypotensive activity. The hypotensive and also cardiovascular activity of G-2-N lasted much longer than that of glyceryl trinitrate.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Angina pectoris 106 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3117068	Primary		Preclinical	Unknown Approved Use Unknown
Hypertension 567 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3089233 https://www.ncbi.nlm.nih.gov/pubmed/3105544 https://www.ncbi.nlm.nih.gov/pubmed/3117068	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Studies on the biphasic relaxant curve of glyceryl trinitrate in rat aorta: role of GTN metabolites.	1989 Nov	2515014
Formation of glyceryl 2-mononitrate by regioselective bioconversion of glyceryl trinitrate: efficiency of the filamentous fungus Phanerochaete chrysosporium.	1990 Jun	2113815

Patents

Sample Use Guides

In Vivo Use Guide

Dog: 16 mg/kg/min

Route of Administration: Intravenous

In Vitro Use Guide

Glyceryl 2-nitrate relaxed rat aortic rings only at concentrations > 1 mmol/L.

Name

Type

Language

GLYCERYL 2-NITRATE

Common Name

English

2-MONONITROGLYCERIN [USP-RS]

Common Name

English

GLYCEROL 2-MONONITRATE

Systematic Name

English

GLYCERYL TRINITRATE SOLUTION IMPURITY C [EP IMPURITY]

Common Name

English

2-GLYCERYL MONONITRATE

Common Name

English

1,2,3-PROPANETRIOL, 2-NITRATE

Common Name

English

GLYCERIN 2-NITRATE

Common Name

English

Code System Code Type Description

RS_ITEM_NUM

1445584