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Related CAS#:
530-59-6 622-31-1
7361-90-2 90985-68-5
69113-98-0 20733-94-2
18696-26-9 14364-09-1
78185-48-5 439944-28-2

530-59-6

530-59-6 structure
530-59-6 structure
  • Name: Sinapic acid
  • Chemical Name: trans-sinapic acid
  • CAS Number: 530-59-6
  • Molecular Formula: C11H12O5
  • Molecular Weight: 224.210
  • Catalog: Flavors and spices Synthetic spice Aromatic cinnamic acid, esters and derivatives
  • Create Date: 2018-08-14 16:33:18
  • Modify Date: 2024-01-02 18:12:33
  • 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].
Name trans-sinapic acid
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
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
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.
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
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-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2918990090
141-82-2 structure

141-82-2
134-96-3 structure

134-96-3

~%

530-59-6 structure

530-59-6
Literature: Journal of the American Chemical Society, , vol. 70, p. 57
53669-33-3 structure

53669-33-3
127-09-3 structure

127-09-3
108-24-7 structure

108-24-7

~%

530-59-6 structure

530-59-6
Literature: EP1604643 A1, ; Page/Page column 10-11 ;
85364-71-2 structure

85364-71-2

~72%

530-59-6 structure

530-59-6
Literature: Chimichi, Stefano; Sio, Francesco De; Donati, Donato; Fina, Giuseppe; Pepino, Roberto; Sarti-Fantoni, Piero Heterocycles, 1983 , vol. 20, # 2 p. 263 - 267
110233-74-4 structure

110233-74-4

~%

530-59-6 structure

530-59-6
Literature: Phytochemistry (Elsevier), , vol. 12, p. 893 - 897
186581-53-3 structure

186581-53-3
1359001-20-9 structure

1359001-20-9

~%

530-59-6 structure

530-59-6

20329-96-8 structure

20329-96-8
Literature: Chemistry and Biodiversity, , vol. 9, # 1 p. 91 - 98
131189-50-9 structure

131189-50-9

~%

47845-44-3 structure

47845-44-3
530-59-6 structure

530-59-6
Literature: Phytochemistry (Elsevier), , vol. 29, # 9 p. 2999 - 3001
134-96-3 structure

134-96-3

~%

530-59-6 structure

530-59-6
Literature: Heterocycles, , vol. 20, # 2 p. 263 - 267
1276682-51-9 structure

1276682-51-9

~%

530-59-6 structure

530-59-6
Literature: Journal of the Chinese Chemical Society, , vol. 56, # 6 p. 1186 - 1190
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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title: CAS No. 530-59-6 | Chemsrc address: https://m.chemsrc.com/en/baike/426198.html

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