Thebaine (Paramorphine)

Build a 3D molecular structure model of the opioid drug precursor Thebaine (Paramorphine) with Genuine Molymod Parts from Indigo Instruments

Thebaine or paramorpine is a morphinan type alkaloid opiate found in the opium poppy & is structurally similar to morphine & codeine. It has a four-ring system (a fused pentacyclic skeleton two methoxy (-OCH3) groups on its rings. It also has a tertiary amine (-NCH3) which contributes to its alkaloid nature. Thebaine has electron rich diene rings making it more chemically susceptible to Diels-Adler reactions.

Unlike morphine & codeine which are nervous system depressants, thebaine acts as a stimulant and is toxic in high doses. Its convulsant properties prevent its use as a painkiller but it is used as a precursor compound in the synthesis of  oxycodone, naloxone, and buprenorphine. Use our 3D Molecular Model Builder to view these compounds & compare their molecular structures.

A molecular model of Thebaine in the Molymod Hybrid Dome style uses the atoms & bonds in the parts list below. Our free 3D Molecular Model Builder shows other styles & allows for image rotation as an assembly guide.

Chemical data
Molecular Weight Chemical Formula
311.3798 C19H21NO3

Thebaine (Paramorphine) molecular model built with Molymod Atoms & Bonds

Parts
P/NDescriptionQTY
60150EAtom, Molymod, white (hydrogen), hemisphere, 19mm21
60200EAtom, Molymod, red (oxygen), 2 hole, 105 degrees3
60300EAtom, Molymod, blue (nitrogen), 3 hole, 107 degrees, 23mm1
60400EAtom, Molymod, black (carbon), 4 hole, 109.5 degrees, 23mm19
61012EBond, Molymod, grey (single), 20mm22
61013EBond, Molymod, grey (double/triple), 35mm10
61015EBond, Molymod, opaque, 2mm (for spacefilling models)21
Synonyms
  • IUPAC Name: (4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline
  • InChI=1S/C19H21NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,13,18H,8-10H2,1-3H3/t13-,18+,19+/m1/s1
  • InChIKey: FQXXSQDCDRQNQE-VMDGZTHMSA-N
  • SMILES: CN1CC[C@]23[C@@H]4C(=CC=C2[C@H]1CC5=C3C(=C(C=C5)OC)O4)OC
  • CAS: 115-37-7
  • Morphinan
  • Paramorphine