Atraric acid

Modify Date: 2025-08-25 11:02:19

Atraric acid Structure
Atraric acid structure
 Common Name Atraric acid
CAS Number 4707-47-5 Molecular Weight 196.200
Density 1.3±0.1 g/cm3 Boiling Point 360.7±22.0 °C at 760 mmHg
Molecular Formula C10H12O4 Melting Point 141-146 °C(lit.)
MSDS Chinese USA Flash Point 143.9±15.8 °C

 Use of Atraric acid


Atraric acid (Methyl atrarate) is a specific androgen receptor (AR) antagonist with anti-inflammatory and anticancer effects. Atraric acid represses the expression of the endogenous prostate specific antigen gene in both LNCaP and C4-2 cells. Atraric acid can also inhibit the synthesis of NO and cytokine, and suppress the MAPK-NFκB signaling pathway. Atraric acid can be used to research prostate diseases and inflammatory diseases[1][2].

 Names

Name Veramoss
Synonym More Synonyms

 Atraric acid Biological Activity

Description Atraric acid (Methyl atrarate) is a specific androgen receptor (AR) antagonist with anti-inflammatory and anticancer effects. Atraric acid represses the expression of the endogenous prostate specific antigen gene in both LNCaP and C4-2 cells. Atraric acid can also inhibit the synthesis of NO and cytokine, and suppress the MAPK-NFκB signaling pathway. Atraric acid can be used to research prostate diseases and inflammatory diseases[1][2].
Related Catalog
Target

Androgen receptor, NO synthesis, MAPK-NFκB pathway[1][2]

In Vitro Atraric acid (10 μM; CV1 cells) represses the transactivation function mediated by Dihydrotestosterone-induced human AR[1]. Atraric acid (10 μM; PCa cells) inhibits the expression of the PSA gene in both androgen-dependent and androgen-independent PCa cells[1]. Atraric acid (1-300 μM; 24 h) dose-dependently inhibits pro-inflammatory cytokine, nitric oxide, prostaglandin E2 in LPS-stimulated RAW264.7 cells, but does not influence the cell viability[2]. Atraric acid (100 and 300 μM; 18 h or 4 h) downregulates the expression of phosphorylated IκB, extracellular signal-regulated kinases (ERK) and nuclear factor kappa B (NFκB) signaling pathway to exhibit anti-inflammatory effects in LPS-stimulated RAW264.7 cells[2]. Cell Viability Assay[2] Cell Line: RAW264.7 cells Concentration: 1-300 μM Incubation Time: 24 h Result: Did not influence the cell viability. Western Blot Analysis[2] Cell Line: RAW264.7 cells Concentration: 100 and 300 μM Incubation Time: 18 h or 4 h Result: Inhibited LPS-Induced expression of iNOS and COX-2 in a dose-dependent manner. Suppressed LPS-stimulated phosphorylation of the Nfκb signaling pathway.
In Vivo Atraric acid (10, 30 mg/kg; i.p.; single dosage) inhibits the production of pro-inflammatory cytokines and reduces pathological damages in LPS-induced endotoxin shock mice[2]. Animal Model: Female BALB/c mice (7 weeks old, 17-20 g; LPS-induced endotoxin shock)[2] Dosage: 10, 30 mg/kg Administration: i.p.; single dosage Result: Inhibited the production of pro-inflammatory cytokines. Reduced pathological damages such as vasodilation and bleeding.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 360.7±22.0 °C at 760 mmHg
Melting Point 141-146 °C(lit.)
Molecular Formula C10H12O4
Molecular Weight 196.200
Flash Point 143.9±15.8 °C
Exact Mass 196.073563
PSA 66.76000
LogP 2.84
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.570

 Safety Information

Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 2
HS Code 2918199090

 Synthetic Route

 Customs

HS Code 2918199090
Summary 2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

 Synonyms

QR CQ B1 E1 DVO1
EINECS 225-193-0
METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE
Methyl atratate
MFCD00157202
Benzoic acid, 2,4-dihydroxy-3,6-dimethyl-, methyl ester
2,4-Dihydroxy-3,6-dimethylbenzoic acid methyl ester
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