CAS 530-59-6|Sinapic acid
| Common Name | Sinapic acid | ||
|---|---|---|---|
| CAS Number | 530-59-6 | Molecular Weight | 224.210 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 403.4±40.0 °C at 760 mmHg |
| Molecular Formula | C11H12O5 | Melting Point | 203-205 °C (dec.)(lit.) |
| MSDS | ChineseUSA | Flash Point | 158.6±20.8 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | trans-sinapic acid |
|---|---|
| Synonym | More Synonyms |
Sinapic acid BiologicalActivity
| Description | Sinapinic acid (Sinapic acid) is a phenolic compound isolated from Hydnophytum formicarum Jack. Rhizome, acts as an inhibitor of HDAC, with an IC50 of 2.27 mM[1], and also inhibits ACE-I activity[2]. Sinapinic acid posssess potent anti-tumor activity, induces apoptosis of tumor cells[1]. Sinapinic acid shows antioxidant and antidiabetic activities[2]. Sinapinic acid reduces total cholesterol, triglyceride, and HOMA-IR index, and also normalizes some serum parameters of antioxidative abilities and oxidative damage in ovariectomized rats[3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Angiotensin-converting Enzyme (ACE)Research Areas >>CancerResearch Areas >>Metabolic DiseaseNatural Products >>Phenols |
| Target | HDAC:2.27 mM (IC50) ACE-I |
| In Vitro | Sinapinic acid acts as an inhibitor of HDAC, with an IC50 of 2.27 mM[1]. Sinapinic acid also inhibits ACE-I activity[2]. Sinapinic acid inhibits HDAC activity in HeLa cells, suppresses the growth of HeLa and HT29 cells with IC50s of 0.91 ± 0.02 mM and 1.6 ± 0.02 mM at 72 h, respectively, induces apoptosis of these cancer cells[1]. |
| In Vivo | Sinapinic acid (5 or 25 mg/kg, p.o. daily for 4 weeks) increases the serum estradiol concentration; decreases insulin resistance and the triglyceride and total cholesterol concentrations; and favorably affects the parameters of antioxidant abilities (reduces glutathione, superoxide dismutase) and oxidative damage in rats[3]. |
| References | [1]. Senawong T, et al. Histone deacetylase (HDAC) inhibitory and antiproliferative activities of phenolic-rich extracts derived from the rhizome of Hydnophytum formicarum Jack.: sinapinic acid acts as HDAC inhibitor. BMC Complement Altern Med. 2013 Sep 22;13:232. [2]. Quinn L, et al. Extraction and Quantification of Sinapinic Acid from Irish Rapeseed Meal and Assessment of Angiotensin-I Converting Enzyme (ACE-I) Inhibitory Activity. J Agric Food Chem. 2017 Aug 16;65(32):6886-6892. [3]. Zych M, et al. The Effects of Sinapic Acid on the Development of Metabolic Disorders Induced by Estrogen Deficiency in Rats. Oxid Med Cell Longev. 2018 Jun 4;2018:9274246. |
Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 403.4±40.0 °C at 760 mmHg |
| Melting Point | 203-205 °C (dec.)(lit.) |
| Molecular Formula | C11H12O5 |
| Molecular Weight | 224.210 |
| Flash Point | 158.6±20.8 °C |
| Exact Mass | 224.068466 |
| PSA | 75.99000 |
| LogP | 1.29 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.604 |
| Stability | Stable. Incompatible with strong oxidizing agents, strong bases. Combustible. |
| Water Solubility | insoluble |
Safety Information
| Symbol | 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-S37/39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2918990090 |
Customs
| HS Code | 2918990090 |
|---|---|
| Summary | 2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
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Synonyms
| 4-Hydroxy-3,5-dimethoxycinnamic acid |
| 2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (E)- |
| Sinapic acid |
| 3,5-Dimethoxy-4-hydroxycinnamic Acid |
| Sinapic acid, trans- |
| 3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid |
| 3 5-dimethoxy-4-hydroxycinnamic acid |
| (2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid |
| (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid |
| Sinapinic acid |
| 2-propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)- |
| 3,5-DIMETHOXY-4-HYDROXY-TRANS-CINNAMIC ACID |
| (E)-sinapic acid |
| 2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2E)- |
| EINECS 208-487-3 |
| MFCD00004401 |
| trans-3,5-Dimethoxy-4-hydroxycinnamic Acid |
| trans-sinapic acid |
