Isosorbide
This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Name
- Isosorbide
- Accession Number
- DB09401
- Description
Isosorbide is an organic nitrate with vasodilatory properties on both arteries and veins.
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
Structure for Isosorbide (DB09401)
- Weight
- Average: 146.1412
Monoisotopic: 146.057908808 - Chemical Formula
- C6H10O4
- Synonyms
- Isosorbide
- External IDs
- AT-101
- NSC-40725
Pharmacology
Accelerate your drug discovery research with the industry’s only fully connected ADMET dataset, ideal for:Accelerate your drug discovery research with our fully connected ADMET dataset- Indication
Indicated for the prevention and treatment of angina pectoris due to coronary artery disease. The onset of action of oral isosorbide mononitrate is not sufficiently rapid for this product to be useful in aborting an acute anginal episode.Label
- Associated Conditions
- Contraindications & Blackbox Warnings
Contraindications & Blackbox WarningsWith our commercial data, access important information on dangerous risks, contraindications, and adverse effects.Our Blackbox Warnings cover Risks, Contraindications, and Adverse Effects- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism UApoptosis regulator Bcl-2 Not Available Humans UBcl-2-like protein 1 Not Available Humans UInduced myeloid leukemia cell differentiation protein Mcl-1 Not Available Humans - Absorption
- Not Available
- Volume of distribution
- Not Available
- Protein binding
- Not Available
- Metabolism
- Not Available
- Route of elimination
- Not Available
- Half-life
- Not Available
- Clearance
- Not Available
- Adverse Effects
Reduce medical errorsand improve treatment outcomes with our comprehensive & structured data on drug adverse effects.Reduce medical errors & improve treatment outcomes with our adverse effects data- Toxicity
- Not Available
- Affected organisms
- Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbacavir Isosorbide may increase the excretion rate of Abacavir which could result in a lower serum level and potentially a reduction in efficacy. Abciximab The therapeutic efficacy of Abciximab can be decreased when used in combination with Isosorbide. Aceclofenac Isosorbide may increase the excretion rate of Aceclofenac which could result in a lower serum level and potentially a reduction in efficacy. Acemetacin The therapeutic efficacy of Isosorbide can be decreased when used in combination with Acemetacin. Acenocoumarol The therapeutic efficacy of Acenocoumarol can be decreased when used in combination with Isosorbide. Acetaminophen The metabolism of Isosorbide can be increased when combined with Acetaminophen. Acetazolamide The metabolism of Isosorbide can be increased when combined with Acetazolamide. Acetohexamide The therapeutic efficacy of Acetohexamide can be decreased when used in combination with Isosorbide. Acetylsalicylic acid Acetylsalicylic acid may decrease the excretion rate of Isosorbide which could result in a higher serum level. Aclidinium Isosorbide may increase the excretion rate of Aclidinium which could result in a lower serum level and potentially a reduction in efficacy. 
Improve patient outcomesBuild effective decision support tools with the industry’s most comprehensive drug-drug interaction checker.Learn more - Food Interactions
- No interactions found.
Products
Comprehensive & structured drug product infoFrom application numbers to product codes, connect different identifiers through our commercial datasets.Easily connect various identifiers back to our datasets- Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Ismotic Solution 450 mg/1mL Oral ALCON LABORATORIES, INC. 2006-09-26 Not applicable US 
Categories
- Drug Categories
- Adrenal Cortex Hormones
- Alcohols
- Antianginal Agents
- Carbohydrates
- Cardiovascular Agents
- Contraceptive Agents, Male
- Diuretics
- Diuretics, Osmotic
- Hormonal Contraceptives for Systemic Use
- Natriuretic Agents
- Noxae
- Organic Nitrates
- Reproductive Control Agents
- Sesquiterpenes
- Sugar Alcohols
- Terpenes
- Toxic Actions
- Vasodilating Agents
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Furofurans
- Sub Class
- Isosorbides
- Direct Parent
- Isosorbides
- Alternative Parents
- Tetrahydrofurans / Secondary alcohols / Oxacyclic compounds / Dialkyl ethers / Hydrocarbon derivatives
- Substituents
- Alcohol / Aliphatic heteropolycyclic compound / Dialkyl ether / Ether / Hydrocarbon derivative / Isosorbide / Organic oxygen compound / Organooxygen compound / Oxacycle / Secondary alcohol
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- Not Available
Chemical Identifiers
- UNII
- WXR179L51S
- CAS number
- 652-67-5
- InChI Key
- KLDXJTOLSGUMSJ-JGWLITMVSA-N
- InChI
- InChI=1S/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1
- IUPAC Name
- (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diol
- SMILES
- [H][C@]1(O)CO[C@]2([H])[C@]([H])(O)CO[C@]12[H]
References
- General References
- External Links
- ChemSpider
- 12077
- 6057
- ChEBI
- 6060
- ChEMBL
- CHEMBL1200660
- ZINC
- ZINC000018284778
- Wikipedia
- Isosorbide
- FDA label
- Download (191 KB)
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Completed Treatment Myocardial Ischemia / Quality of Life / Stable Angina (SA) 1 3 Completed Supportive Care Induction of Labor Affected Fetus / Newborn / Rupture of Membranes Prior to Onset of Labor 1 2 Active Not Recruiting Treatment Laryngeal Cancer 1 2 Completed Treatment Adenocarcinoma of the Prostate / Stage IV Prostate Cancer 1 2 Completed Treatment Adult Giant Cell Glioblastoma / Adult Glioblastoma / Adult Gliosarcoma / Recurrent Adult Brain Tumor 1 2 Completed Treatment Chronic Lymphocytic Leukaemia (CLL) 1 2 Completed Treatment Chronic Lymphocytic Leukaemia (CLL) / Diffuse Large Cell Lymphoma / Follicular Lymphoma (FL) / Mantle Cell Lymphoma (MCL) / Small Lymphocytic Lymphoma 1 2 Completed Treatment Extensive Stage Small Cell Lung Cancer / Refractory Small cell lung cancer 1 2 Completed Treatment Follicular Lymphoma (FL) 1 2 Completed Treatment Hormone Refractory Prostate Cancer / Hormone-Refractory Prostate Cancer 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Solution Oral 450 mg/1mL - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 1210.0 mg/mL ALOGPS logP -1.5 ALOGPS logP -1.4 ChemAxon logS 0.92 ALOGPS pKa (Strongest Acidic) 13.03 ChemAxon pKa (Strongest Basic) -3.5 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 58.92 Å2 ChemAxon Rotatable Bond Count 0 ChemAxon Refractivity 31.38 m3·mol-1 ChemAxon Polarizability 13.54 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key GC-MS Spectrum - GC-MS (2 TMS) GC-MS splash10-0gb9-1900000000-7677c061f75035fcbd24 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Suppresses apoptosis in a variety of cell systems including factor-dependent lymphohematopoietic and neural cells. Regulates cell death by controlling the mitochondrial membrane permeability. Appea...
- Gene Name
- BCL2
- Uniprot ID
- P10415
- Uniprot Name
- Apoptosis regulator Bcl-2
- Molecular Weight
- 26265.66 Da
References
- Loberg RD, McGregor N, Ying C, Sargent E, Pienta KJ: In vivo evaluation of AT-101 (R-(-)-gossypol acetic acid) in androgen-independent growth of VCaP prostate cancer cells in combination with surgical castration. Neoplasia. 2007 Dec;9(12):1030-7. [PubMed:18084610]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein kinase binding
- Specific Function
- Potent inhibitor of cell death. Inhibits activation of caspases. Appears to regulate cell death by blocking the voltage-dependent anion channel (VDAC) by binding to it and preventing the release of...
- Gene Name
- BCL2L1
- Uniprot ID
- Q07817
- Uniprot Name
- Bcl-2-like protein 1
- Molecular Weight
- 26048.8 Da
References
- Loberg RD, McGregor N, Ying C, Sargent E, Pienta KJ: In vivo evaluation of AT-101 (R-(-)-gossypol acetic acid) in androgen-independent growth of VCaP prostate cancer cells in combination with surgical castration. Neoplasia. 2007 Dec;9(12):1030-7. [PubMed:18084610]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein homodimerization activity
- Specific Function
- Involved in the regulation of apoptosis versus cell survival, and in the maintenance of viability but not of proliferation. Mediates its effects by interactions with a number of other regulators of...
- Gene Name
- MCL1
- Uniprot ID
- Q07820
- Uniprot Name
- Induced myeloid leukemia cell differentiation protein Mcl-1
- Molecular Weight
- 37336.975 Da
References
- Loberg RD, McGregor N, Ying C, Sargent E, Pienta KJ: In vivo evaluation of AT-101 (R-(-)-gossypol acetic acid) in androgen-independent growth of VCaP prostate cancer cells in combination with surgical castration. Neoplasia. 2007 Dec;9(12):1030-7. [PubMed:18084610]
Drug created on November 30, 2015 19:10 / Updated on February 21, 2021 18:52