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erythritol

File:Erythritol_structure.svg · Wikimedia Commons · See Wikimedia Commons

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erythritol

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Also known as (2R,3S)-butane-1,2,3,4-tetrol, mesoerythritol, erythro-tetritol, L-erythritol, Tetrahydroxybutane, C*Eridex, L-(-)-Threitol, Butanetetrol

Erythritol (, ) is an organic compound, the naturally occurring achiral meso four-carbon sugar alcohol (or polyol). It is the reduced form of either D- or L-erythrose and one of the two reduced forms of erythrulose. It is used as a food additive and sugar substitute. It is synthesized from corn using enzymes and fermentation. Its formula is , or HO(CH2)(CHOH)2(CH2)OH.

OverviewAI-generated

Erythritol is a chemical compound with the formula C₄H₁₀O₄. Its IUPAC name is (2S,3R)-butane-1,2,3,4-tetrol. The substance has a mass of 122.058 and a weight of 122.12. It possesses a charge of 0, an xlogp of -2.3, and a topological polar surface area of 80.9. The molecule contains four hydrogen bond donors and four hydrogen bond acceptors.

The canonical SMILES notation for erythritol is C(C(C(CO)O)O)O, while its isomeric SMILES is C([C@H]([C@H](CO)O)O)O. The compound is associated with a PubMed query count of 3029. It is referenced by 176 other encyclopedia articles.

Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C4H10O4
Molecular weight
122.12 g/mol
IUPAC name
(2S,3R)-butane-1,2,3,4-tetrol
SMILES
C([C@H]([C@H](CO)O)O)O
InChIKey
UNXHWFMMPAWVPI-ZXZARUISSA-N
XLogP
-2.3
Polar surface area
80.9 Ų
H-bond donors
4
H-bond acceptors
4
Formal charge
0

via PubChem

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Encyclopedic overview

18 sections
Contents
  • Etymology
  • History
  • Occurrence
  • Uses
  • Absorption and excretion
  • Safety
  • Dietary and metabolic aspects
  • Caloric value and labeling
  • Human digestion
  • Blood sugar and insulin levels
  • Oral bacteria
  • Manufacturing
  • Chemical properties
  • Heat of solution
  • Biological properties
  • Synonyms
  • See also
  • References

Erythritol (, ) is an organic compound, the naturally occurring achiral meso four-carbon sugar alcohol (or polyol). It is the reduced form of either D- or L-erythrose and one of the two reduced forms of erythrulose. It is used as a food additive and sugar substitute. It is synthesized from corn using enzymes and fermentation. Its formula is , or HO(CH2)(CHOH)2(CH2)OH.

Erythritol is 60–70% as sweet as table sugar. However, erythritol is almost completely noncaloric and does not affect blood sugar or cause tooth decay. Japanese companies pioneered the commercial development of erythritol as a sweetener in the 1990s.

Excerpted from Wikipedia’s “erythritol” article, available under the CC BY-SA 4.0 licence.

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