CAS Number530-59-6
Synonyms4-Hydroxy-3,5-dimethoxycinnamic acid; Sinapic acid; 3,5-Dimethoxy-4-hydroxycinnamic Acid; 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; 3,5-DIMETHOXY-4-HYDROXY-TRANS-CINNAMIC ACID; (E)-sinapic acid; EINECS 208-487-3; MFCD00004401; trans-3,5-Dimethoxy-4-hydroxycinnamic Acid; trans-sinapic acid
Molecular FormulaC11H12O5
Molecular Weight224.21
Purity≥98%
Density1.3±0.1 g/cm3
Boiling Point403.4±40.0 °C at 760 mmHg
Melting Point~202 °C
Appearancepowder
EINECS208-487-3
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 530-59-6 |
| Catalog No. | 2A-9022560 |
| Chinese Name | 3,5-二甲氧基-4-羟基肉桂酸，芥子酸 |
| Synonyms | 4-Hydroxy-3,5-dimethoxycinnamic acid; Sinapic acid; 3,5-Dimethoxy-4-hydroxycinnamic Acid; 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; 3,5-DIMETHOXY-4-HYDROXY-TRANS-CINNAMIC ACID; (E)-sinapic acid; EINECS 208-487-3; MFCD00004401; trans-3,5-Dimethoxy-4-hydroxycinnamic Acid; trans-sinapic acid |
| Molecular Formula | C11H12O5 |
| Molecular Weight | 224.21 |
| Purity | ≥98 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 403.4±40.0 °C at 760 mmHg |
| Melting Point | ~202 °C |
| Appearance | powder |
| Water Solubility | insoluble |
| Storage Condition | Store in a cool, dry, well-ventilated warehouse. K |
| Application | Sinapinic acid (Sinapic acid) is a phenolic compound isolated from the roots of Hydnophytum formicarum Jack. It is an inhibitor of HDAC with an IC50 value of 2.27 mM [1] and also inhibits the activity |
| EINECS | 208-487-3 |
| HTC | 2918990090 |
| PubChem ID | 57654131 |
| MDL Number | MFCD00004401 |
| SMILES | COc1cc(\C=C\C(O)=O)cc(OC)c1O |
| InChI | 1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+ |
| InChI Key | PCMORTLOPMLEFB-ONEGZZNKSA-N |
| Beilstein/REAXYS | 2699118 |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| Hazard Symbols | Transport |
| MSDS | msds/22560_1_530_59_6.pdf |
| Bioactivity | 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 >> Cancer Research Areas >> Metabolic Disease Natural 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 |
| Use of | Properties Articles182 Name trans-sinapic acid Synonym More Synonyms Sinapic acid Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE) Research Areas >> Cancer Research Areas >> Metabolic Disease Natural Products >> Phenols 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 Molecular Formula C11H12O5 Exact Mass 224.068466 PSA 75.99000 Index of Refraction 1.604 Stability Stable. Incompatible with strong oxidizing agents, strong bases. Combustible. Water Solubility insoluble |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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