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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 of GLYCERYL 2-NITRATE

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

HIDE SMILES / InChI

Molecular Formula C3H7NO5
Molecular Weight 137.0914
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Sources: DOI: 10.1002/cber.19080410122
Curator's Comment: DOI: 10.1039/JR9650001319 | DOI: 10.1039/JR9650001325

Approval Year

Conditions
PubMed

PubMed

TitleDatePubMed
Gas chromatographic assay of glycerol mononitrates in biological samples.
1987 Jan 23
Studies on the biphasic relaxant curve of glyceryl trinitrate in rat aorta: role of GTN metabolites.
1989 Nov
Patents

Patents

Sample Use Guides

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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:04:17 UTC 2023
Edited
by admin
on Sat Dec 16 10:04:17 UTC 2023
Record UNII
K3K9AJ5J41
Record Status Validated (UNII)
Record Version
  • Download
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
Created by admin on Sat Dec 16 10:04:17 UTC 2023 , Edited by admin on Sat Dec 16 10:04:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID80211031
Created by admin on Sat Dec 16 10:04:17 UTC 2023 , Edited by admin on Sat Dec 16 10:04:17 UTC 2023
PRIMARY
CAS
620-12-2
Created by admin on Sat Dec 16 10:04:17 UTC 2023 , Edited by admin on Sat Dec 16 10:04:17 UTC 2023
PRIMARY
PUBCHEM
69280
Created by admin on Sat Dec 16 10:04:17 UTC 2023 , Edited by admin on Sat Dec 16 10:04:17 UTC 2023
PRIMARY
FDA UNII
K3K9AJ5J41
Created by admin on Sat Dec 16 10:04:17 UTC 2023 , Edited by admin on Sat Dec 16 10:04:17 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP