Desvenlafaxine fumarate monohydrateProduct ingredient for Desvenlafaxine
- Name
- Desvenlafaxine fumarate monohydrate
- Drug Entry
- Desvenlafaxine
Desvenlafaxine (O-desmethylvenlafaxine) is the 0-demetyhlated active metabolite of venlafaxine. Like its parent drug, desvenlafaxine is also an antidepressant belonging to the class of serotonin-norepinephrine reuptake inhibitor (SNRI) class.9,9 It was approved by the FDA in 2008 for the treatment of adults with major depressive disorder (MDD).11,10
MDD is a highly prevalent psychiatric disorder, with a lifetime prevalence estimate of 16% in the US alone and 12.8% in Europe. Although the exact mechanism of pathophysiology is still unknown, imbalances or deficiencies of monoamines have been heavily implicated, thus the rationale behind the use of SNRI to treat MDD.10 Desvenlafaxine has a very similar pharmacological, efficacy, and safety profile as venlafaxine. The major difference is the potential for drug interaction since venlafaxine is mainly metabolized by CYP2D6 while desvenlafaxine is conjugated by UGT; therefore, desvenlafaxine is less likely to cause drug-drug interaction when taken with medications affecting the CYP2D6 pathway.9
- Accession Number
- DBSALT001893
- Structure
Structure for Desvenlafaxine fumarate monohydrate (DBSALT001893)
- Synonyms
- o-desmethylvenlafaxine fumarate monohydrate
- UNII
- R5JHD7L72A
- CAS Number
- 313471-75-9
- Weight
- Average: 397.468
Monoisotopic: 397.210052342 - Chemical Formula
- C20H31NO7
- InChI Key
- YETWCSLOYUZBLK-JITBQSAISA-N
- InChI
- InChI=1S/C16H25NO2.C4H4O4.H2O/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16;5-3(6)1-2-4(7)8;/h6-9,15,18-19H,3-5,10-12H2,1-2H3;1-2H,(H,5,6)(H,7,8);1H2/b;2-1+;
- IUPAC Name
- (2E)-but-2-enedioic acid 4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol hydrate
- SMILES
- O.OC(=O)\C=C\C(O)=O.CN(C)CC(C1=CC=C(O)C=C1)C1(O)CCCCC1
- External Links
- ChemSpider
- 32700893
- ChEMBL
- CHEMBL3989861
- Predicted Properties
Property Value Source Water Solubility 1.4 mg/mL ALOGPS logP 2.6 ALOGPS logP 2.29 Chemaxon logS -2.3 ALOGPS pKa (Strongest Acidic) 10.11 Chemaxon pKa (Strongest Basic) 8.87 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 43.7 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 78.54 m3·mol-1 Chemaxon Polarizability 30.29 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon