Norhydromorphone

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

What is the Norhydromorphone?

The molecule Norhydromorphone presents a molecular formula of C16H17NO3 and its IUPAC name is (4R,4aR,7aR,12bS)-9-hydroxy-2,3,4,4a,5,6,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one.

Norhydromorphone is a synthetic opioid analgesic medication. It is a derivative of hydromorphone, and is around 8 to 10 times more potent than its parent compound. Norhydromorphone is used in medical settings for the relief of moderate to severe pain, and has a relatively rapid onset of action..

Norhydromorphone is structurally similar to other opioids, such as morphine, codeine, and heroin. However, it differs from these substances in a few key ways. For one, norhydromorphone is significantly more potent than any of the other opioids. This means that it can produce powerful analgesic effects at lower doses. Additionally, norhydromorphone is less likely to cause respiratory depression than other opioids..

Norhydromorphone is typically administered as an intravenous (IV) injection. It can also be taken orally, but this route of administration is not as common. The effects of norhydromorphone typically last for around four to six hours..

Common side effects of norhydromorphone include constipation, nausea, vomiting, dizziness, and drowsiness. More serious side effects, such as respiratory depression and hypotension, can occur at higher doses. As with all opioids, there is a risk of addiction and abuse with norhydromorphone..

Norhydromorphone is a powerful opioid analgesic that can be used to relieve moderate to severe pain. It is significantly more potent than other opioids, and has a relatively rapid onset of action. Norhydromorphone is typically administered as an IV injection, but can also be taken orally. Common side effects include constipation, nausea, vomiting, dizziness, and drowsiness. More serious side effects, such as respiratory depression and hypotension, can occur at higher doses. As with all opioids, there is a risk of addiction and abuse with norhydromorphone..

3D structure

Cartesian coordinates

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

2D drawing

 

Norhydromorphone SWIRXSKBBSJXGY-UIHHKEIPSA-N chemical compound 2D structure molecule svg
Norhydromorphone

 

Molecule descriptors

 
IUPAC name(4R,4aR,7aR,12bS)-9-hydroxy-2,3,4,4a,5,6,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
InChI codeInChI=1S/C16H17NO3/c18-11-3-1-8-7-10-9-2-4-12(19)15-16(9,5-6-17-10)13(8)14(11)20-15/h1,3,9-10,15,17-18H,2,4-7H2/t9-,10+,15-,16-/m0/s1
InChI KeySWIRXSKBBSJXGY-UIHHKEIPSA-N
SMILESO=C1CC[C@H]2[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3)[C@H]1O5

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,17R)-10-hydroxy-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,4aR,7aR,12bS)-9-hydroxy-2,3,4,4a,5,6,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
  • (4R,4aR,7aR,12bS)-9-hydroxy-2,3,4,4a,5,6,7a,13-octahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-7-one
  • 14696-23-2
  • 4,5alpha-epoxy-3-hydroxy-morphinan-6-one
  • Norhydromorphone

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC38601228
  • DTXSID70438654
  • CHEBI:189801
  • SCHEMBL3833044

Physico-Chemical properties

IUPAC name(4R,4aR,7aR,12bS)-9-hydroxy-2,3,4,4a,5,6,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
Molecular formulaC16H17NO3
Molecular weight271.311
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity76.88
LogP1.6
Topological polar surface area58.6

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.