Morphine sulfateProduct ingredient for Morphine

Name
Morphine sulfate
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
DBSALT000122
Structure
Synonyms
Morphine sulfate concentrate (preservative free) / Morphine sulfate, anhydrous / Morphine sulphate / Morphine sulphate anhydrous
UNII
DY70C97N30
CAS Number
64-31-3
Weight
Average: 668.754
Monoisotopic: 668.2403662
Chemical Formula
C34H40N2O10S
InChI Key
USAHOPJHPJHUNS-IFCNUISUSA-N
InChI
InChI=1S/2C17H19NO3.H2O4S/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)/t2*10-,11+,13-,16-,17-;/m00./s1
IUPAC Name
bis((1S,5R,13R,14S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraene-10,14-diol); sulfuric acid
SMILES
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
PubChem Compound
5462349
ChemSpider
4575388
ChEBI
7003
ChEMBL
CHEMBL2096625
Wikipedia
Morphine
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