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]
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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)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

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: CHEBI:25879
CAS Number: 78-11-5
DrugBank ID: DB06154
TTD ID: D0W9TE
INTEDE ID: DR1250

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]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Ferritin heavy chain (FTH1)	OT6IFS0O	FRIH_HUMAN	Gene/Protein Processing	[7]
Heme oxygenase 1 (HMOX1)	OTC1W6UX	HMOX1_HUMAN	Gene/Protein Processing	[7]

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Molecular Interaction Atlas (MIA)

MIA Detail

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.