Oxymorphone

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

What is the Oxymorphone?

The molecule Oxymorphone presents a molecular formula of C17H19NO4 and its IUPAC name is (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one.

Oxymorphone is a powerful painkiller that is similar to morphine. It is used to treat moderate to severe pain, and is also used in some types of cancer pain. Oxymorphone is a Schedule II drug, which means it has a high potential for abuse and addiction..

3D structure

Cartesian coordinates

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

2D drawing

 

Oxymorphone UQCNKQCJZOAFTQ-ISWURRPUSA-N chemical compound 2D structure molecule svg
Oxymorphone

 

Molecule descriptors

 
IUPAC name(4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
InChI codeInChI=1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,12,15,19,21H,4-8H2,1H3/t12-,15+,16+,17-/m1/s1
InChI KeyUQCNKQCJZOAFTQ-ISWURRPUSA-N
SMILESCN1CC[C@]23c4c5ccc(O)c4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5

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.

  • (-)-Oxymorphone
  • (14S)-14-Hydroxydihydromorphinone
  • (1S,5R,13R,17S)-10,17-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one
  • (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
  • (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-one
  • (5alpha)-3,14-dihydroxy-17-methyl-4,5-epoxymorphinan-6-one
  • (5alpha)-4,5-Epoxy-3,14-dihydroxyl-17-methylmorphinan-6-one
  • 10,17-dihydroxy-4-methyl-(13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one
  • 10,17-dihydroxy-4-methyl-(13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one(oxymorphone)
  • 10,17-dihydroxy-4-methyl-(13R,17S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one(xymorphone)
  • 10,17-dihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18)-trien-14-one
  • 14-Hydroxydihydromorphinone
  • 3,14-Dihydroxy-4,5-alpha-epoxy-17-methylmorphinan-6-one
  • 4,5-Epoxy-3,14-dihydroxy-N-methyl-6-oxomorphinan
  • 4,5.alpha.-Epoxy-3,14-dihydroxy-17-methylmorphinan-6-one
  • 4,5alpha-Epoxy-3,14-dihydroxy-17-methyl morphinan-6-one
  • 7,8-Dihydro-14-hydroxymorphinone
  • 76-41-5
  • 9VXA968E0C
  • BDBM50001707
  • BRN 0041588
  • C08019
  • D08323
  • DB01192
  • DEA No. 9652
  • Dihydro-14-hydroxymorphinone
  • Dihydrohydroxymorphinone
  • Dihydroxymorphinone
  • EN3202
  • GTPL7094
  • HSDB 8060
  • HY-B0618
  • IDS-NO-003
  • MORPHINAN-6-ONE, 4,5-EPOXY-3,14-DIHYDROXY-17-METHYL-
  • Morphinan-6-one, 3,14-dihydroxy-4,5-alpha-epoxy-17-methyl-
  • Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-methyl-, (5-alpha)-
  • Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-methyl-, (5alpha)-
  • Morphinan-6-one, 4,5-epoxy-3,14-dihydroxy-17-methyl-, (5alpha)- (9CI)
  • Morphinan-6-one, 4,5alpha-epoxy-3,14-dihydroxy-17-methyl-
  • Morphinan-6-one, 4,5alpha-epoxy-3,14-dihydroxy-17-methyl- (8CI)
  • Morphinan-6-one,5-epoxy-3,14-dihydroxy-17-methyl-, (5.alpha.)-
  • Morphinan-6-one,5.alpha.-epoxy-3,14-dihydroxy-17-methyl-
  • Morphinone, 7,8-dihydro-14-hydroxy- (6CI,7CI)
  • Morphinone, dihydro-14-hydroxy-
  • NIH 10323
  • NIH10323
  • NSC 19045
  • NSC-19045
  • NSC19045
  • Numorphan
  • Numorphone
  • Opana
  • Ossimorfone
  • Oximorfona
  • Oximorphonum
  • Oxycodone hydrochloride impurity, oxymorphone-
  • Oxymorphine
  • Oxymorphone
  • Oxymorphone (INN)
  • Oxymorphone 0.1 mg/ml in Methanol
  • Oxymorphone 1.0 mg/ml in Methanol
  • Oxymorphone cii
  • Oxymorphonum
  • Q423380
  • oxymorphone

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3875483
  • UNII-9VXA968E0C
  • AKOS015962232
  • DTXSID5023409
  • CHEMBL963
  • CHEBI:7865
  • EINECS 200-959-7
  • SCHEMBL3571

Physico-Chemical properties

IUPAC name(4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-methyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
Molecular formulaC17H19NO4
Molecular weight301.337
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity82.98
LogP0.7
Topological polar surface area70.0

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.