Morphine
C₁₇H₁₉NO₃·285.343 g/mol·Pharmaceutical·CID 5288826
DrugOpioid
The prototypical opioid analgesic, isolated from opium poppy in 1804. Acts on μ-opioid receptors in the brain and spinal cord. Named after Morpheus, the Greek god of dreams. Still a cornerstone of severe pain management.
IUPAC: (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
Also known as: Morphia, Morphium, Morphina, (-)-Morphine, Morphinum (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
285.340g/mol
Exact Mass
285.136493Da
Monoisotopic Mass
285.136493Da
XLogP
0.8
Polar Surface Area
52.9Ų
Complexity
494
Formal Charge
0
H-Bond Donors
2
H-Bond Acceptors
4
Rotatable Bonds
0
Heavy Atoms
21
Stereo Centers
5
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 285.3 g/mol
MW ≤ 500
✓ 0.8
LogP ≤ 5
✓ 2
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Warning
Hazards
H302Harmful if swallowedH317May cause an allergic skin reactionH336May cause drowsiness or dizzinessH361Suspected of damaging fertility or the unborn childH362May cause harm to breast-fed children
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C17H19NO3/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/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1