Erythritol

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

What is the Erythritol?

The molecule Erythritol presents a molecular formula of C4H10O4 and its IUPAC name is (2S,3R)-butane-1,2,3,4-tetrol.

Erythritol is a sugar alcohol molecule with a four-carbon backbone. It is about 60-70% as sweet as sucrose (table sugar), does not promote tooth decay, and is safe for people with diabetes. Erythritol is used as a food additive and belongs in a variety of foods and beverages..

Erythritol is produced naturally by some bacteria and fungi, and is also found in small amounts in a variety of fruits and vegetables. It can be produced commercially by fermentation of glucose or sucrose..

Erythritol has a number of benefits over other sugar alcohols. It is well tolerated by the human body and does not cause gastrointestinal distress like some other sugar alcohols. It is also a safe sweetener for people with diabetes..

Erythritol can be used in a variety of ways. It can be used to sweeten food and beverages, or used as a sugar substitute in baking and cooking. It can also be used to make sugar-free syrups and sauces..

Erythritol is a safe and versatile sugar alcohol that can be used to sweeten food and beverages without promoting tooth decay or causing gastrointestinal distress. It is an ideal sweetener for people with diabetes..

3D structure

Cartesian coordinates

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

2D drawing

 

Erythritol UNXHWFMMPAWVPI-ZXZARUISSA-N chemical compound 2D structure molecule svg
Erythritol

 

Molecule descriptors

 
IUPAC name(2S,3R)-butane-1,2,3,4-tetrol
InChI codeInChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+
InChI KeyUNXHWFMMPAWVPI-ZXZARUISSA-N
SMILESOC[C@H](O)[C@H](O)CO

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.

  • (2R,3S)-butane-1,2,3,4-tetrol
  • (2R,3S)-rel-Butane-1,2,3,4-tetraol
  • (2S,3R)-butane-1,2,3,4-tetrol
  • (2r,3s)-butane-1,2,3,4-tetraol
  • 1,2,3,4-Butanetetrol
  • 1,2,3,4-Butanetetrol, (2R,3S)-rel-
  • 1,2,3,4-Butanetetrol, (R*,S*)-
  • 1,2,3,4-Butanetetrol, (theta,S)-
  • 1,3,4-Butanetetrol, (R*,S*)-
  • 1,3,4-Tetrahydroxybutane
  • 10030-58-7
  • 149-32-6
  • 149E326
  • AM83963
  • Antierythrite
  • BDF1567C-B08B-425A-B87F-15FF46328423
  • BUTANE 1,2,3,4-TETROL (MESO-ERYTHRITOL)
  • BUTANE-1,2,3,4-TETROL, (2R,3S)-
  • Butanetetrol
  • C*Eridex
  • C00503
  • CCG-266079
  • CCRIS 7901
  • Cargill Zerose 16957
  • D-ERYTHRITOL
  • D08915
  • DB04481
  • DS-5851
  • DSSTox_CID_23919
  • DSSTox_GSID_43919
  • DSSTox_RID_80090
  • E-968
  • E0021
  • E70403
  • E968
  • ERYTHRITOL
  • Epitope ID:114707
  • Erythrit
  • Erythrite
  • Erythritol
  • Erythritol, meso-
  • Erythritol,meso-erythritol
  • Erythroglucin
  • Erythrol
  • F 8015
  • F0001-2636
  • FEMA NO. 4819
  • HMS2270M08
  • HSDB 7968
  • INS NO.968
  • INS-968
  • L-(-)-Threitol
  • L-Erythritol
  • Lichen sugar
  • MFCD00004710
  • MLS001332365
  • MLS001332366
  • MRY
  • Mesoerythritol
  • NCGC00247033-01
  • NCGC00258118-01
  • NIK 242
  • NSC 8099
  • NSC-760400
  • NSC-8099
  • NSC760400
  • NSC8099
  • Paycite
  • Pharmakon1600-01301025
  • Phycite
  • Phycitol
  • Q421873
  • RA96B954X6
  • SMR000112220
  • SW219107-1
  • Tetrahydroxybutane
  • WLN: Q1YQYQ1Q
  • ZEROSE TM 16957
  • erythro-tetritol
  • i-Erythritol
  • meso-1,2,3,4-Tetrahydroxybutane
  • meso-Erythritol
  • meso-Eythritol
  • rel-(2R,3S)-butane-1,2,3,4-tetraol
  • s4224

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC17971067
  • CAS-149-32-6
  • UNII-RA96B954X6
  • AKOS006339851
  • DTXSID6043919
  • CHEMBL349605
  • CHEBI:17113
  • Tox21_200564
  • EINECS 205-737-3
  • SCHEMBL17062

Physico-Chemical properties

IUPAC name(2S,3R)-butane-1,2,3,4-tetrol
Molecular formulaC4H10O4
Molecular weight122.12
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity25.99
LogP-2.3
Topological polar surface area80.9

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.