Morphine sulfate pentahydrateProduct ingredient for Morphine
- Name
- Morphine sulfate pentahydrate
- 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
- DBSALT001986
- Structure
- Synonyms
- Di(morphine) dihydrogen sulfate pentahydrate / Morphine sulfate CII / Morphine sulfate hydrate / Morphine sulphate pentahydrate
- UNII
- X3P646A2J0
- CAS Number
- 6211-15-0
- Weight
- Average: 758.83
Monoisotopic: 758.293190092 - Chemical Formula
- C34H50N2O15S
- InChI Key
- GRVOTVYEFDAHCL-RTSZDRIGSA-N
- InChI
- InChI=1S/2C17H19NO3.H2O4S.5H2O/c2*1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;1-5(2,3)4;;;;;/h2*2-5,10-11,13,16,19-20H,6-8H2,1H3;(H2,1,2,3,4);5*1H2/t2*10-,11+,13-,16-,17-;;;;;;/m00....../s1
- IUPAC Name
- bis((1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol) sulfuric acid pentahydrate
- SMILES
- O.O.O.O.O.OS(O)(=O)=O.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@]2([H])O.[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@]2([H])O
- External Links
- KEGG Drug
- D00842
- ChemSpider
- 4881953
- ChEBI
- 50731
- ChEMBL
- CHEMBL2103744
- 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 30.01 Å3 Chemaxon Number of Rings 10 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon