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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O4
Molecular Weight 196.1999
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,4,5-TRIHYDROXYBUTYROPHENONE

SMILES

CCCC(=O)C1=CC(O)=C(O)C=C1O

InChI

InChIKey=SRUQARLMFOLRDN-UHFFFAOYSA-N
InChI=1S/C10H12O4/c1-2-3-7(11)6-4-9(13)10(14)5-8(6)12/h4-5,12-14H,2-3H2,1H3

HIDE SMILES / InChI
Molecular Formula C10H12O4
Molecular Weight 196.1999
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

2,4,5-trihydroxybutyrophenone is an antioxidant, especially for fats and oils. Potential food packaging migration residue. 2,4,5-trihydroxybutyrophenone is on the FDA Code of Federal Regulations Title 21 list.

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay.
2001-02
Patents

Patents

JPH09194358A
3
US20150126466
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: In single pass perfused rat liver, rapid osmotic water shifts across the plasma membrane in response to hyperosmolar urea were followed by monitoring liver mass and transient concentrating or diluting effects on Na+ concentration in effluent perfusate. Sudden addition or removal of hyperosmolar urea (200mM, resulting in a step change of the perfusate osmolarity from 305 to 505 mosmol/l) had little effect on liver mass or Na+ activity in the effluent perfusate, suggesting that urea equilibrated at a rate similar to that of water across the liver plasma membrane.
Comparable effects were induced when urea was added/removed in the presence of the phloretin-related phenol compounds 2,4,6-trihydroxyacetophenone (5mM) and 2,4,5-trihydroxybutyrophenone (5mM).
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:33:00 GMT 2025
Edited
by admin
on Mon Mar 31 17:33:00 GMT 2025
Record UNII
KN729W3LR0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-73478
Preferred Name English
2,4,5-TRIHYDROXYBUTYROPHENONE
HSDB  
Common Name English
2',4',5'-TRIHYDROXYBUTYROPHENONE
Systematic Name English
2,4,5-TRIHYDROXYBUTYROPHENONE [MI]
Common Name English
THBP
Common Name English
1-BUTANONE, 1-(2,4,5-TRIHYDROXYPHENYL)
Systematic Name English
TRIHYDROXYBUTYROPHENONE
Systematic Name English
2,4,5-TRIHYDROXYBUTYROPHENONE [HSDB]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 172.190
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
CFR 21 CFR 175.300
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
Code System Code Type Description
MERCK INDEX
m12044
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
PUBCHEM
15008
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
CAS
1421-63-2
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
ECHA (EC/EINECS)
215-824-8
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
HSDB
4288
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID2026232
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
FDA UNII
KN729W3LR0
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
NSC
73478
Created by admin on Mon Mar 31 17:33:00 GMT 2025 , Edited by admin on Mon Mar 31 17:33:00 GMT 2025
PRIMARY
NIH
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