4-Hydroxyphenylacetic acid

Modify Date: 2024-01-02 10:00:09

4-Hydroxyphenylacetic acid Structure
4-Hydroxyphenylacetic acid structure
Common Name 4-Hydroxyphenylacetic acid
CAS Number 156-38-7 Molecular Weight 152.147
Density 1.3±0.1 g/cm3 Boiling Point 346.6±17.0 °C at 760 mmHg
Molecular Formula C8H8O3 Melting Point 148-151 °C(lit.)
MSDS USA Flash Point 177.6±17.4 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of 4-Hydroxyphenylacetic acid


4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1].

 Names

Name 4-hydroxyphenylacetic acid
Synonym More Synonyms

 4-Hydroxyphenylacetic acid Biological Activity

Description 4-hydroxyphenylacetic acid, a major microbiota-derived metabolite of polyphenols, is involved in the antioxidative action. 4-hydroxyphenylacetic acid induces expression of Nrf2[1].
Related Catalog
Target

Nrf2[1]

In Vivo 4-Hydroxyphenylacetic acid (6, 12, or 25 mg/kg) increases Nrf2 translocation to the nucleus and enhances the activity of phase II and antioxidant enzymes. The protein levels of nuclear Nrf2 are increased by 170% and 230% in pre-treated 12 and 25 mg/kg 4-Hydroxyphenylacetic acid groups, respectively, compared with the control group.The 4-Hydroxyphenylacetic acid pretreatment at a final dose of 25 mg/kg markedly and selectively up-regulated the target genes of phase II enzymes and resulted in higher up-regulation than that of the control group by 270%, 400%, and 500% or UGT1A1, UGT1A9, and SULT2A1, respectively. 4-Hydroxyphenylacetic acid also suppresses the expression of CYP2E1[1].
References

[1]. Zhao H, et al. 4-Hydroxyphenylacetic Acid Prevents Acute APAP-Induced Liver Injury by Increasing Phase IIand Antioxidant Enzymes in Mice. Front Pharmacol. 2018 Jun 19;9:653.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 346.6±17.0 °C at 760 mmHg
Melting Point 148-151 °C(lit.)
Molecular Formula C8H8O3
Molecular Weight 152.147
Flash Point 177.6±17.4 °C
Exact Mass 152.047348
PSA 57.53000
LogP 0.77
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.596

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AI2680000
CHEMICAL NAME :
Acetic acid, (p-hydroxyphenyl)-
CAS REGISTRY NUMBER :
156-38-7
BEILSTEIN REFERENCE NO. :
1448766
LAST UPDATED :
199803
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C8-H8-O3
MOLECULAR WEIGHT :
152.16
WISWESSER LINE NOTATION :
QV1R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 13,286,1958

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS AI2680000
HS Code 2918290000

 Synthetic Route

 Customs

HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

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 Synonyms

4-Hydroxyphenyl acetic acid
2-(4-Hydroxyphenyl)acetic acid
4-hydroxyphenylacetic acid
(p-hydroxyphenyl)-Acetic acid
(4-Hydroxy-phenyl)-acetic acid
4-Hydroxy-Benzeneacetic acid
(4-Hydroxyphenyl)acetic acid
MFCD00004347
Benzeneacetic acid, 4-hydroxy-
EINECS 205-851-3
PHPA
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