Dextromethorphan hydrochlorideProduct ingredient for Dextromethorphan

Name
Dextromethorphan hydrochloride
Drug Entry
Dextromethorphan

Dextromethorphan is a levorphanol derivative and codeine analog commonly used as a cough suppressant and also a drug of abuse.11 Although similar in structure to other opioids, it has minimal interaction with opioid receptors.11

Dextromethorphan was granted FDA approval before 3 December 1957.11,17

Accession Number
DBSALT002917
Structure
Synonyms
Dextromethorphan HCl
UNII
351KFH969D
CAS Number
18609-21-7
Weight
Average: 307.86
Monoisotopic: 307.1702922
Chemical Formula
C18H26ClNO
InChI Key
SNDDIRAXSDUVKW-URVXVIKDSA-N
InChI
InChI=1S/C18H25NO.ClH/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H/t15-,17+,18+;/m1./s1
IUPAC Name
(1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene hydrochloride
SMILES
Cl.[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=CC=C(OC)C=C12
ChemSpider
20129255
Wikipedia
Dextromethorphan
Predicted Properties
PropertyValueSource
Water Solubility0.00851 mg/mLALOGPS
logP3.75ALOGPS
logP3.49Chemaxon
logS-4.5ALOGPS
pKa (Strongest Basic)9.85Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area12.47 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity82.56 m3·mol-1Chemaxon
Polarizability31.76 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon