Ethyl glucuronide

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

What is the Ethyl glucuronide?

The molecule Ethyl glucuronide presents a molecular formula of C8H14O7 and its IUPAC name is (2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid.

Ethyl glucuronide (EtG) is a molecule that is produced when alcohol is metabolized by the body. EtG can be detected in urine, hair, and blood for up to 80 hours after alcohol consumption..

EtG is a marker of alcohol consumption that can be used to detect if someone has been drinking even if they are no longer intoxicated. This makes EtG a valuable tool for police and employers who need to test for alcohol use..

EtG is not affected by other drugs or medications, so it is a specific marker for alcohol consumption..

There are a few drawbacks to using EtG as a marker of alcohol consumption. EtG can be produced in small amounts by the body even if someone has not consumed alcohol. This means that false positives can occur, especially at low cutoff levels..

EtG is also not a measure of intoxication, so it cannot be used to determine if someone is impaired..

Despite these drawbacks, EtG is still a useful tool for detecting alcohol consumption..

3D structure

Cartesian coordinates

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

2D drawing

 

Ethyl glucuronide IWJBVMJWSPZNJH-UQGZVRACSA-N chemical compound 2D structure molecule svg
Ethyl glucuronide

 

Molecule descriptors

 
IUPAC name(2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI codeInChI=1S/C8H14O7/c1-2-14-8-5(11)3(9)4(10)6(15-8)7(12)13/h3-6,8-11H,2H2,1H3,(H,12,13)/t3-,4-,5+,6-,8+/m0/s1
InChI KeyIWJBVMJWSPZNJH-UQGZVRACSA-N
SMILESCCO[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O

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.

  • (2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid
  • .beta.-D-Glucopyranosiduronic acid, ethyl
  • 17685-04-0
  • 6KG78CD48M
  • A-D-Glucuronide
  • AMY41566
  • AS-11182
  • BA-2829
  • BA2829
  • CS-0059550
  • D-Ethyl glucuronide
  • ETHYL .BETA.-D-GLUCOPYRANOSIDURONIC ACID
  • ETHYL .BETA.-D-GLUCOSIDURONIC ACID
  • ETHYL .BETA.-D-GLUCURONIDE
  • Ethyl
  • Ethyl ?-D-Glucuronide
  • Ethyl b-D-glucuronide
  • Ethyl beta-D-Glucuronide
  • Ethyl beta-D-glucopyranosiduronate
  • Ethyl glucuronide
  • Ethyl-beta-glucuronide
  • Ethylbeta-D-Glucuronide
  • GLUCOPYRANOSIDURONIC ACID, ETHYL, .BETA.-D-
  • HY-113093
  • MFCD09037574
  • Q59660636
  • beta-D-Ethyl glucuronide
  • ethyl beta-D-glucopyranosiduronic acid
  • ethyl-beta-d-glucuronide
  • ethylglucuronide

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC5861416
  • AKOS037643243
  • DTXSID00904317
  • CHEBI:87248
  • SCHEMBL2760416

Physico-Chemical properties

IUPAC name(2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Molecular formulaC8H14O7
Molecular weight222.193
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity45.88
LogP-2.1
Topological polar surface area116.5

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.