Dextromethorphan hydrobromide monohydrateProduct ingredient for Dextromethorphan

Name
Dextromethorphan hydrobromide monohydrate
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 1957.11,16

Accession Number
DBSALT001898
Structure
Thumb
Synonyms
Dextromethorphan hydrobromide
UNII
9D2RTI9KYH
CAS Number
6700-34-1
Weight
Average: 370.331
Monoisotopic: 369.130342
Chemical Formula
C18H28BrNO2
InChI Key
STTADZBLEUMJRG-IKNOHUQMSA-N
InChI
InChI=1S/C18H25NO.BrH.H2O/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;1H2/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 hydrate hydrobromide
SMILES
O.Br.[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=C1C=C(OC)C=C2
ChemSpider
10481986
ChEBI
4471
ChEMBL
CHEMBL1256818
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