Details of the Drug

General Information of Drug (ID: DMZ9MO5)

Drug Name
Pentaerythritol tetranitrate
Synonyms
PENTAERYTHRITOL TETRANITRATE; PETN; Penthrite; Nitropentaerythrite; Nitropentaerythritol; Nitropenta; Pentaerithrityl tetranitrate; Vasodiatol; Pentanitrine; Pentanitrol; Quintrate; Corpent; Baritrate; Angicap; Perityl; Peritrate; Penthrit; Antora; Erinit; Peridex-LA; 78-11-5; Deltrate-20; Neopentanetetrayl nitrate; Tetrasule; Pergitral; Pentritol; Pentrite; Nitrotalans; Kaytrate; Duotrate; Subicard; Rythritol; Prevangor; Pentryate; Nitropenton; Nitropent; Pentrate; Pentitrate; Pentafin; Nitrinal; Niperyth; Mycardol; Metranil; Lowetrate; Arcotrate
Indication
Disease Entry ICD 11 Status REF
Angina pectoris BA40 Approved [1]
Affected Organisms
Humans and other mammals
ATC Code
C01DA05: Pentaerythritol tetranitrate
C01DA: Organic nitrates
C01D: VASODILATORS USED IN CARDIAC DISEASES
C01: CARDIAC THERAPY
C: CARDIOVASCULAR SYSTEM
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 316.14
Logarithm of the Partition Coefficient (xlogp) 1.4
Rotatable Bond Count (rotbonds) 8
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 12
ADMET Property
Bioavailability
60% of drug becomes completely available to its intended biological destination(s) [2]
Clearance
The clearance of drug is 0.61 +/- 0.16 L/min/kg [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 4 - 5 hours [4]
Metabolism
The drug is metabolized via the liver [5]
Vd
The volume of distribution (Vd) of drug is 4.2 L/kg [3]
Chemical Identifiers
Formula
C5H8N4O12
IUPAC Name
[3-nitrooxy-2,2-bis(nitrooxymethyl)propyl] nitrate
Canonical SMILES
C(C(CO[N+](=O)[O-])(CO[N+](=O)[O-])CO[N+](=O)[O-])O[N+](=O)[O-]
InChI
InChI=1S/C5H8N4O12/c10-6(11)18-1-5(2-19-7(12)13,3-20-8(14)15)4-21-9(16)17/h1-4H2
InChIKey
TZRXHJWUDPFEEY-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
6518
ChEBI ID
CHEMBL25879
CAS Number
78-11-5
UNII
10L39TRG1Z
DrugBank ID
DB06154
TTD ID
D0W9TE
INTEDE ID
DR1250
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Aldehyde dehydrogenase 2 (ALDH2)
Main DME 		DEWYTJB ALDH2_HUMAN Substrate [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Ferritin heavy chain (FTH1) OT6IFS0O FRIH_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Critical Evaluation of Human Oral Bioavailability for Pharmaceutical Drugs by Using Various Cheminformatics Approaches
3 King SY, Fung HL: Pharmacokinetics of pentaerythritol tetranitrate following intra-arterial and oral dosing in the rat. J Pharm Sci. 1986 Mar;75(3):247-50.
4 OSHA document
5 Medscape- Pentaerythritol tetra nitrate
6 OSHA Occupational Chemical Database: drug information.
7 Pentaerythrityl tetranitrate and nitroglycerin, but not isosorbide mononitrate, prevent endothelial dysfunction induced by ischemia and reperfusion. Arterioscler Thromb Vasc Biol. 2007 Sep;27(9):1955-9. doi: 10.1161/ATVBAHA.107.149278. Epub 2007 Jul 19.