A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Ethylmorphine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Ethylmorphine?

The molecule Ethylmorphine presents a molecular formula of C19H23NO3 and its IUPAC name is (4R,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol.

Ethylmorphine is an opioid analgesic drug. It is a semi-synthetic derivative of morphine, where the ethyl group has been attached to the 3-hydroxy group. It was first synthesized in 1876 by German chemist Richard Willstätter. It is around 10-15% more potent than morphine..

Ethylmorphine is used for the relief of moderate to severe pain. It exists as a tablet, injection, or rectal suppository. It is also sometimes used as a cough suppressant..

The most common side effects of ethylmorphine are nausea, vomiting, constipation, drowsiness, and dizziness. It can also cause respiratory depression and hypotension..

Ethylmorphine should be used with caution in patients with liver or kidney disease, as well as in those with a history of substance abuse. It should not be used during pregnancy or breastfeeding..

3D structure

Cartesian coordinates

Geometry of Ethylmorphine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


Ethylmorphine OGDVEMNWJVYAJL-LEPYJNQMSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(4R,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
InChI codeInChI=1S/C19H23NO3/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18/h4-7,12-14,18,21H,3,8-10H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (1S,5R,13R,14S,17R)-10-ethoxy-4-methyl-12-oxa-4-azapentacyclo[^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-ol
  • (4R,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
  • (4R,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol
  • 3-Ethoxymorphine
  • 3-O-Ethylmorphine
  • 76-58-4
  • C07537
  • Codethyline
  • D07929
  • DB01466
  • DEA No. 9190
  • DSSTox_CID_26760
  • DSSTox_GSID_46760
  • DSSTox_RID_81884
  • Dionin
  • Ethyl morphine
  • Ethylmorphine
  • Ethylmorphine (BAN)
  • Ethylmorphine 1.0 mg/ml in Methanol
  • IDS-NE-005(SECT.2)
  • Morphinan-6-alpha-ol, 7,8-didehydro-4,5-alpha-epoxy-3-ethoxy-17-methyl-
  • Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-ethoxy-17-methyl-, (5-alpha,6-alpha)-
  • Morphine, ethyl-
  • NCGC00168251-01
  • Q554881
  • R05DA01
  • RWO67D87EU

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3629718
  • CAS-76-58-4
  • DTXSID1046760
  • CHEMBL1712170
  • CHEBI:4902
  • Tox21_112610
  • EINECS 200-970-7
  • SCHEMBL24971

Physico-Chemical properties

IUPAC name(4R,4aR,7S,7aR,12bS)-9-ethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
Molecular formulaC19H23NO3
Molecular weight313.391
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity91.55
Topological polar surface area41.9

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.