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Details

Stereochemistry ACHIRAL
Molecular Formula C3H6O2
Molecular Weight 74.0785
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDRACRYLALDEHYDE

SMILES

OCCC=O

InChI

InChIKey=AKXKFZDCRYJKTF-UHFFFAOYSA-N
InChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2

HIDE SMILES / InChI

Molecular Formula C3H6O2
Molecular Weight 74.0785
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Hydracrylaldehyde (also known as 3-hydroxypropionaldehyde or reuterin), an antimicrobial agent produced by conversion of glycerol and excreted by several bacterial species including the food grade lactic acid bacterium. Reuterin can inhibit the growth of gram-positive and gram-negative bacteria as well as yeasts, fungi, and protozoa. It was also shown that reuterin downregulated the expression of virulence genes of Helicobacter pylori, which commonly associated with gastrointestinal diseases. In addition, compound is used as a food preservative.

Approval Year

PubMed

PubMed

TitleDatePubMed
In Vitro Antimicrobial Activity and Downregulation of Virulence Gene Expression on Helicobacter pylori by Reuterin.
2018-06
Production of reuterin in a fermented milk product by Lactobacillus reuteri: Inhibition of pathogens, spoilage microorganisms, and lactic acid bacteria.
2017-06
Optimization of reuterin production in cheese by Lactobacillus reuteri.
2017-04
Crosslinked, cryostructured Lactobacillus reuteri monoliths for production of 3-hydroxypropionaldehyde, 3-hydroxypropionic acid and 1,3-propanediol from glycerol.
2017-01-10
3-hydroxypropionaldehyde: applications and perspectives of biotechnological production.
2004-03
Chemical characterization of an antimicrobial substance produced by Lactobacillus reuteri.
1989-05

Sample Use Guides

In a reuterin bacterial killing assay, it was observed that half of the MIC value for H. pylori (ATCC700824) significantly (P < 0.01) reduced colony numbers from 5.65 ± 0.35 to 3.78 ± 0.35 Log10 CFU/mL after 12 h of treatment and then increased them to 5.25 ± 0.23 Log10 CFU/mL at 24 h; at its MIC value (20.48 mM), reuterin abrogated (P < 0.01) H. pylori (ATCC700824) growth after 20 h of culture
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:58:54 GMT 2025
Edited
by admin
on Mon Mar 31 19:58:54 GMT 2025
Record UNII
S5F79YAO6U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYDRACRYLALDEHYDE
Systematic Name English
HYDRACROLEIN
Preferred Name English
3-OXO-1-PROPANOL
Systematic Name English
3-HYDROXYPROPIONALDEHYDE
Systematic Name English
3-HYDROXYPROPANAL
Systematic Name English
PROPANAL, 3-HYDROXY-
Systematic Name English
.BETA.-HYDROXYPROPANAL
Systematic Name English
.BETA.-HYDROXYPROPIONALDEHYDE
Systematic Name English
Code System Code Type Description
EVMPD
SUB130600
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
FDA UNII
S5F79YAO6U
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
CAS
2134-29-4
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
ECHA (EC/EINECS)
218-365-1
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
EPA CompTox
DTXSID4062199
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
PUBCHEM
75049
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
CHEBI
17871
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY