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Ferulic Acid

Ferulic Acid Structure
CAS No.
1135-24-6
Chemical Name:
Ferulic Acid
Synonyms
Ferulate;4-HYDROXY-3-METHOXYCINNAMIC ACID;Ferulic;3-METHOXY-4-HYDROXYCINNAMIC ACID;erulic Acid;FERULLIC ACID;ferulaic acid;FERULIC ACID pure;TIMTEC-BB SBB000326;3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLIC ACID
CBNumber:
CB0337151
Molecular Formula:
C10H10O4
Molecular Weight:
194.18
MOL File:
1135-24-6.mol
MSDS File:
SDS
Modify Date:
2024/7/17 16:57:19

Ferulic Acid Properties

Melting point 168-172 °C(lit.)
Boiling point 250.62°C (rough estimate)
Density 1.316(20.0000℃)
vapor pressure 0Pa at 25℃
refractive index 1.5168 (estimate)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form powder
pka 4.58±0.10(Predicted)
color slightly yellow
Water Solubility soluble
InChIKey KSEBMYQBYZTDHS-HWKANZROSA-N
LogP 1.51
CAS DataBase Reference 1135-24-6(CAS DataBase Reference)
NIST Chemistry Reference Cinnamic acid, 4-hydroxy-3-methoxy-(1135-24-6)
EPA Substance Registry System Ferulic acid (1135-24-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  UD3365500
HazardClass  IRRITANT
HS Code  29162090
Toxicity mouse,LD,intraperitoneal,> 350mg/kg (350mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)BEHAVIORAL: ATAXIABEHAVIORAL: REGIDITY,Indian Journal of Pharmaceutical Sciences. Vol. 49, Pg. 77, 1987.
NFPA 704
0
2 0

Ferulic Acid price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 90034 4-Hydroxy-3-methoxycinnamic acid mixture of isomers, analytical standard 1135-24-6 100MG ₹7696.58 2022-06-14 Buy
ottokemi H 1638 4-Hydroxy-3-methoxycinnamic acid, mixture of isomers 98% 1135-24-6 100gm ₹5301 2022-05-26 Buy
SRL 60096 Ferulic Acid pure, 98% 1135-24-6 5Gms ₹830 2022-05-26 Buy
ottokemi H 1634 4-Hydroxy 3-methoxy cinnamic acid 98% 1135-24-6 1gm ₹2007 2022-05-26 Buy
ottokemi H 1638 4-Hydroxy-3-methoxycinnamic acid, mixture of isomers 98% 1135-24-6 1gm ₹47097 2022-05-26 Buy
Product number Packaging Price Buy
90034 100MG ₹7696.58 Buy
H 1638 100gm ₹5301 Buy
60096 5Gms ₹830 Buy
H 1634 1gm ₹2007 Buy
H 1638 1gm ₹47097 Buy

Ferulic Acid Chemical Properties,Uses,Production

Description

Ferulic acid is widely found in plants, especially in artichoke, eggplant and corn bran. In addition, it is also present in a variety of Chinese herbal medicines, such as angelica, dome, motherwort, snow ganoderma lucidum and so on.

Chemical Properties

Ferulic acid is a pale yellow solid, It belongs to the family of hydroxycinnamic acids. It is an abundant phenolic phytochemical found in plant cell wall components. Natural sources of ferulic acid are leaves and seeds of many plants, such as cereals, coffee, apples, artichokes, peanuts, oranges, pineapples and wine.

Physical properties

Appearance: light yellow crystalline powder. Solubility: slightly soluble in cold water; soluble in hot water, with poor stability in aqueous solution; easily decomposed when encounter light; soluble in ethanol and ethyl acetate; slightly soluble in ether; insoluble in benzene and petroleum ether. Melting point: 170–173?°C.

History

Ferulic acid was first isolated from the medicinal plants ferulic in 1866. The biologi_x005fcal activity of ferulic acid was not revealed until 1957 when the pioneering study of Preziosi P in Italy showed for the first time the efficacy of ferulic acid in regulating blood lipids and diuretic . In 1979, Lin Mao and others isolated ferulic acid from the Chinese medicine angelica and reported that ferulic acid had the inhibitory effect on platelet aggregation . Since then, more and more medicinal efficacy of ferulic acid has gradually been recognized.

Uses

ferulic acid is a plant-derived anti-oxidant and free-radical scavenger, it protects the skin against uVB-induced redness. When incorporated into formulas with ascorbic acid and tocopherol, ferulic acid can improve their stability and double the photoprotection capacities offered by the formulation. In clinical studies, ferulic acid exhibits good permeation capacities through the stratum corneum, which can be attributed to its lipophilic properties.

Indications

This product is mainly used for the treatment of atherosclerosis, coronary heart disease and ischemic cerebrovascular disease.

Definition

A plant growth inhibitor.

Pharmacology

Orally administered ferulic acid completely prevents the formation of skin tumors, reverts the status of phase I and phase II detoxication agents, lipid peroxidaton byproducts and antioxidants to near-normal ranges in 7,12-DMBA-treated mice (Alias et al., 2009). The observation demonstrate that orally administered ferulic acid has potent suppressive effects on cell proliferation during DMBA-induced skin carcinogenesis.
Ferulic acid also has the capacity to prevent UV-induced damage to cells. Ferulic acid is often added as an ingredient to anti-aging supplements. When ferulic acid was incorporated into a formulation of α-tocopherol and/or ascorbic acid, the topical delivery of the vitamins was improved. There was enhanced chemical stability and the photoprotection to solar-simulated irradiation doubled (Lin et al., 2005; Cassano et al., 2009). For example, Murray et al. (2008) applied a stable topical formulation (containing 1% α-tocopherol, 15% L-ascorbic acid, and 0.5% ferulic acid) to normalappearing human skin and a pig skin model. These were then irradiated with solar-simulated UV. The results showed the complex of antioxidants provided substantial UV photoprotection against erythema, sunburnt cells, thymine dimmers, p53 as well as UV-induced cytokine formation including IL-1α, IL-6, IL-8, and IL-10, and TNF-α (Murray et al., 2008).

Pharmacokinetics

In clinical practice, Honghua and clopidogrel are often combined with FA-containing herbs to treat cardiovascular disease. Li et al. found that Ferulic acid (FA) was rapidly absorbed with a low bioavailability after a single oral administration. The pharmacokinetics profile of FA in rats was partly altered by the coadministration of FA with Honghua or clopidogrel. FA was rapidly absorbed following oral administration with a mean time to peak plasma concentration (T(max)) of 0.03 h. The corresponding maximum plasma concentration (C(max)) and the area under the concentration-time curve (AUC) were 8174.55 ng/L and 2594.45 h ng/mL, respectively. Coadministration of Honghua and clopidogrel resulted in a 63.5% and 79.7% increase in the AUC, respectively. The C(max) of FA was significantly increased by coadministration with clopidogrel (74.3%, p<0.01). Moreover, the T(max) of FA when coadministered with Honghua or clopidogrel was 3 and 3.76 times slower than when administered alone. The coadministrations also altered other pharmacokinetic parameters estimated for FA, but no statistically significant differences were observed[1].

Clinical Use

At present, there are sodium ferulate tablets and ferulic acid injection used in clinic. Sodium ferulate tablets are mainly used for the adjuvant therapy of atherosclerosis, coronary heart disease, cerebrovascular disease, glomerular disease, pulmonary hypertension, diabetic vascular disease, vasculitis and other vascular disorders. Ferulic acid can also be used for the treatment of migraine headache and vascular headache. Ferulic acid injection is mainly used for the treatment of ischemic cardiovascular and cerebrovascular disease. In addition, sodium ferulate combined with atorvastatin can be used for the treatment of pulmonary hypertension, diabetic nephropathy and chronic glomerulonephritis in clinic .
Ferulic acid is also used in combination with other drugs to treat other diseases.

Side effects

Ferulic acid serums and creams are generally safe for most skin types. However, it's not safe for everyone.
Sensitive skin. This can cause: Mild redness, Irritation.
Allergic to bran or oatmeal. People may also have an allergy to ferulic acid serums derived from bran or oats. Symptoms tend to be mild and may include: Redness, Swelling, Itching, Rash, and Peeling.

Purification Methods

Crystallise ferulic acid from H2O. [Beilstein 10 H 436, 10 IV 1776.]

References

[1] Wang, Mi Ningsheng . "Pharmacokinetics of ferulic acid and potential interactions with Honghua and clopidogrel in rats." Journal of Ethnopharmacology (2011).

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3-(4-hydroxy-3-methoxyphenyl)-2-Propenoic acid 4-Hydroxy-3-methoxycinnamic acid AKOS BBS-00006472 OTAVA-BB BB7016261120 RARECHEM BK HW 0087 (2E)-3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLIC ACID AURORA 17401 BUTTPARK 121\04-54 (E)-3-(4-HYDROXY-3-METHOXY-PHENYL)-ACRYLIC ACID LABOTEST-BB LT00453064 FERULIC ACID NaturalFerulicAcid99% FERULICACID,(SYN,TRANS)98%(BULK FERULICACID,POWDER FERULICACID(3-METHOXY-4-HYDROXYCINNAMICACID) 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)- 3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid 3-(4-hydroxy-3-methoxyphenyl)-2-propenoicaci 3-(4-hydroxy-3-methoxyphenyl)-2-Propenoicacid FERULIC ACID 99% 4-HYDROXY-3-METHOXYCINNAMIC ACID / FERULIC ACID FERULIC ACID NATURAL NSC 674320 3-(3-Methoxy-4-hydroxyphenyl)acrylic acid Caffeic acid 3-methyl ether 4-Hydroxy-3-methoxycinnamic acid,99% 2-propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (2E)- Forulic acid 4-Hydroxy-3-methoxyciamic Acid Ferulic Acid (25 mg) (trans-4-hydroxy-3-methoxycinnamic acid) FuMalic acid (Ferulic acid) (E)-forM, 537-98-4 3-Methoxy-4-hydroxy-trans-cinnamate 3-methoxy-4-hydroxy-trans-cinnamic acid caffeic acid 3-methyl ethe CINNAMIC ACID,4-HYDROXY,3-METHOXY FERULIC ACID 4-Hydroxy-3-MethoxycinnaMic acid, 99% 5GR Feruli acid 3-(4-Hydroxy-3-methoxyphenyl)acrylic acid, 3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoic acid 4-Hydroxy-3-MethoxycinnaMicAcid,Mixtureofcisandtrans 4-hydroxy-3-methoxycinnamic 4-hydroxy-3-methoxy-cinnamicaci 4-hydroxy-3-methoxycinnammicacid Coffeicacid3-methylether conifericacid NSC 2821 NSC 51986 (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid BioaActive Ferulic Acid BioActive FA Nanoactive Ferulic Acid Soluble Ferulic Acid NanoActive FA Ferulic Acid synthetic 1135-24-6 Ferulic Acid Ferulic acid 1135-24-6 Liposomal Ferulic Acid Nanoactive Ferulic Acid, Water-Soluble Ferulic Acid 99% Ferulic Acid