(+)-O-Desmethyl-N,N-bisdesmethyl Tramadol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (+)-O-Desmethyl-N,N-bisdesmethyl Tramadol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the (+)-O-Desmethyl-N,N-bisdesmethyl Tramadol?

The molecule (+)-O-Desmethyl-N,N-bisdesmethyl Tramadol presents a molecular formula of C13H19NO2 and its IUPAC name is 3-[(1R,2R)-2-(aminomethyl)-1-hydroxycyclohexyl]phenol.

Tramadol is a synthetic opioid analgesic medication used to treat moderate to moderately severe pain. The (+)-O-desmethyl-N,N-bisdesmethyl tramadol molecule is the active metabolite of tramadol. This molecule is responsible for the analgesic (pain-relieving) effects of tramadol. Tramadol works by binding to the mu-opioid receptor, which belongs in the brain and spinal cord. This binding action inhibits the reuptake of the neurotransmitters norepinephrine and serotonin, which results in increased levels of these neurotransmitters in the brain. The increased levels of norepinephrine and serotonin produce analgesic effects. (+)-O-Desmethyl-N,N-bisdesmethyl tramadol is a white to off-white powder that is insoluble in water..

3D structure

Cartesian coordinates

Geometry of (+)-O-Desmethyl-N,N-bisdesmethyl Tramadol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(+)-O-Desmethyl-N,N-bisdesmethyl Tramadol MJTYLDGVLFSXDG-YPMHNXCESA-N chemical compound 2D structure molecule svg
(+)-O-Desmethyl-N,N-bisdesmethyl Tramadol

 

Molecule descriptors

 
IUPAC name3-[(1R,2R)-2-(aminomethyl)-1-hydroxycyclohexyl]phenol
InChI codeInChI=1S/C13H19NO2/c14-9-11-4-1-2-7-13(11,16)10-5-3-6-12(15)8-10/h3,5-6,8,11,15-16H,1-2,4,7,9,14H2/t11-,13+/m1/s1
InChI KeyMJTYLDGVLFSXDG-YPMHNXCESA-N
SMILESNC[C@H]1CCCC[C@]1(O)c1cccc(O)c1

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.

  • (+)-O-Desmethyl-N,N-bisdesmethyl Tramadol
  • 1-(3-Hydroxyphenyl)-2beta-(aminomethyl)cyclohexane-1beta-ol
  • 1235568-21-4
  • 3-[(1R,2R)-2-(AMINOMETHYL)-1-HYDROXYCYCLOHEXYL]PHENOL
  • N,N,O-Tridemethyltramadol
  • N,N,O-Tridesmethyltramadol
  • Phenol, 3-(2-(aminomethyl)-1-hydroxycyclohexyl)-, cis-
  • SRZ6938M82
  • Tramadol metabolite M4

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC2525881
  • UNII-SRZ6938M82
  • DTXSID80436909
  • CHEBI:168076
  • SCHEMBL15127705

Physico-Chemical properties

IUPAC name3-[(1R,2R)-2-(aminomethyl)-1-hydroxycyclohexyl]phenol
Molecular formulaC13H19NO2
Molecular weight221.295
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity63.91
LogP2.4
Topological polar surface area66.5

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.