Morphine mesylateProduct ingredient for Morphine
- Name
- Morphine mesylate
- Drug Entry
- Morphine
Morphine, the main alkaloid of opium, was first obtained from poppy seeds in 1805.1 It is a potent analgesic, though its use is limited due to tolerance, withdrawal, and the risk of abuse.2 Morphine is still routinely used today, though there are a number of semi-synthetic opioids of varying strength such as codeine, fentanyl, methadone, hydrocodone, hydromorphone, meperidine, and oxycodone.
Morphine was granted FDA approval in 1941.13
- Accession Number
- DBSALT002222
- Structure
Structure for Morphine mesylate (DBSALT002222)
- Synonyms
- Not Available
- UNII
- QXB8THK8QY
- CAS Number
- 335328-17-1
- Weight
- Average: 381.44
Monoisotopic: 381.124608639 - Chemical Formula
- C18H23NO6S
- InChI Key
- MHEMFNFIWLUDDJ-VYKNHSEDSA-N
- InChI
- InChI=1S/C17H19NO3.CH4O3S/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;1-5(2,3)4/h2-5,10-11,13,16,19-20H,6-8H2,1H3;1H3,(H,2,3,4)/t10-,11+,13-,16-,17-;/m0./s1
- IUPAC Name
- (1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraene-10,14-diol; methanesulfonic acid
- SMILES
- CS(O)(=O)=O.CN1CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@@H]2C=C[C@@H]4O)=C35
- External Links
- ChemSpider
- 8105456
- Predicted Properties
Property Value Source Water Solubility 10.2 mg/mL ALOGPS logP 0.99 ALOGPS logP 0.9 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 10.26 Chemaxon pKa (Strongest Basic) 9.12 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 52.93 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 80.12 m3·mol-1 Chemaxon Polarizability 30 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon