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
Thumb
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
KEGG Drug
D00842
ChemSpider
4881953
ChEBI
50731
ChEMBL
CHEMBL2103744
Predicted Properties
PropertyValueSource
Water Solubility10.2 mg/mLALOGPS
logP0.99ALOGPS
logP0.9ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)10.26ChemAxon
pKa (Strongest Basic)9.12ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.93 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity80.12 m3·mol-1ChemAxon
Polarizability30.01 Å3ChemAxon
Number of Rings10ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon