Dextromethorphan hydriodideProduct ingredient for Dextromethorphan

Name
Dextromethorphan hydriodide
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
DBSALT001897
Structure
Synonyms
Dextromethorphan hydroiodide
UNII
086F8ZEM77
CAS Number
7487-74-3
Weight
Average: 399.316
Monoisotopic: 399.10591
Chemical Formula
C18H26INO
InChI Key
RWSHVMCJJPXQSP-URVXVIKDSA-N
InChI
InChI=1S/C18H25NO.HI/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(7),3,5-triene hydroiodide
SMILES
I.[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=C1C=C(OC)C=C2
ChemSpider
32697467
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
Polarizability31.66 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon