Desvenlafaxine succinateProduct ingredient for Desvenlafaxine

Name
Desvenlafaxine succinate
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
DBSALT000045
Structure
Synonyms
Desvenlafaxine succinate
UNII
ZB22ENF0XR
CAS Number
386750-22-7
Weight
Average: 399.484
Monoisotopic: 399.225702407
Chemical Formula
C20H33NO7
InChI Key
PWPDEXVGKDEKTE-UHFFFAOYSA-N
InChI
InChI=1S/C16H25NO2.C4H6O4.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;1-2H2,(H,5,6)(H,7,8);1H2
IUPAC Name
4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol butanedioic acid hydrate
SMILES
O.OC(=O)CCC(O)=O.CN(C)CC(C1=CC=C(O)C=C1)C1(O)CCCCC1
PubChem Compound
9800068
ChemSpider
5293857
ChEBI
775679
ChEMBL
CHEMBL1201728
Wikipedia
Desvenlafaxine
Predicted Properties
PropertyValueSource
Water Solubility1.4 mg/mLALOGPS
logP2.6ALOGPS
logP2.29Chemaxon
logS-2.3ALOGPS
pKa (Strongest Acidic)10.11Chemaxon
pKa (Strongest Basic)8.87Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area43.7 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity78.54 m3·mol-1Chemaxon
Polarizability30.29 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon