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Ferulic Acid

Basic information Plant sources Physical and Chemical Properties Lipid-Lowering effect Antimicrobial effect Food Industry Applications Pharmacological effects Synthetic method Uses Safety Related Supplier

Ferulic Acid Basic information

Product Name:
Ferulic Acid
CAS:
1135-24-6
MF:
C10H10O4
MW:
194.18
EINECS:
214-490-0
Mol File:
1135-24-6.mol
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Ferulic Acid Chemical Properties

Melting point:
168-172 °C(lit.)
Boiling point:
250.62°C (rough estimate)
Density 
1.316(20.0000℃)
refractive index 
1.5168 (estimate)
storage temp. 
-20°C Freezer
pka
4.58±0.10(Predicted)
form 
powder
color 
slightly yellow
Water Solubility 
soluble
InChIKey
KSEBMYQBYZTDHS-HWKANZROSA-N
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
UD3365500
Hazard Note 
Irritant
HazardClass 
IRRITANT
HS Code 
29162090
Hazardous Substances Data
1135-24-6(Hazardous Substances Data)

MSDS

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Ferulic Acid Usage And Synthesis

Plant sources

Ferulic acid is a kind of phenolic acid extracted from the resin of ferula asafetida. Ferula asafetida is a kind of Umbelliferae perennial herb with a strong garlic smell and living in sandy areas. It is mainly produced in Xinjiang. During the nascent stage, there are only root leaves. At 5 years, scape emerges. The scape is very strong with its height being up to two meters. At end spring and early summer (flowering stage to early fruit stage), apply slanting cut from the upper position down to the bottom separately, collect oozing milky resin, dry it. Ferula asafetida contains volatile oils, gums and resins with oil containing various kinds of organic acids such as (R)-sec-butyl-1-propenyl disulfide, 1(1-methylthio-propyl) 1-propenyl disulfide, sec-butyl 3-methylthio-allyl-disulfide. Resin containing ferulic acid and its related esters.
 Resina Ferulae
Figure 1 is Resina Ferulae

Physical and Chemical Properties

Ferulic acid is an aromatic acid widely being presented in plant kingdom and is the components of suberin. It amount is very small presented in plants in its free state but with its main form in forming bound state with oligosaccharides, polyamines, lipids and polysaccharides. It has many health functions, such as free radical scavenging, anti-thrombotic, anti-inflammatory, anti-tumor, prevention and treatment of hypertension, heart disease, and enhanced sperm activity and so on. Ferulic acid has a low toxicity and is easy for being metabolized by human. It can be used as a food preservative and has a wide range of applications in the field of food and medication.
The above information is edited by the chemicalbook of Yan Yanyong.

Lipid-Lowering effect

Ferulic acid can competitively inhibit the liver mevalonate-5-pyrophosphate dehydrogenase activity, inhibiting the synthesis of cholesterol in the liver, so as to achieve the purpose of lowering blood pressure.

Antimicrobial effect

Ferulic acid exhibits a broader anti-bacterial spectrum. It has been found that ferulic acid is able to inhibit pathogenic bacteria such as Shigella sonnei, Klebsiella pneumoniae, Enterobacter, Escherichia coli, Citrobacter, Pseudomonas aeruginosa and 11 kinds of microorganisms which causing food corruption.

Food Industry Applications

In addition to its wide application in medicine, ferulic acid has been approved by some countries to be as a food additive. Japan has approved it to be used in food antioxidants while the United States and some European countries have allowed for adopting some kinds of herbs, coffee, beans with relative high amount of ferulic acid for being antioxidant. Ferulic acid, in the food industry, is mainly used for the preparation of natural vanillin, antioxidants, preservatives, cross-linkers and functional promoting agent. The information is edited by Xiaonan from Chemicalbook.

Pharmacological effects

Ferulic acid has various effects of inhibiting platelet aggregation, expectorant, and inhibition of Mycobacterium tuberculosis and so on. Clinically ferulic acid is mainly applied to the adjuvant treatment of various kinds of vascular diseases such as atherosclerosis, coronary heart disease, cerebrovascular, renal disease, pulmonary hypertension, diabetic vascular disease, and vasculitis as well as neutropenia and thrombocytopenia. It can be used for treating migraine and vascular headache. As a leukocyte-enhancement drug, this drug also has enhanced hematopoietic function. Therefore, ferulic acid may also be for the treatment of leukopenia and thrombocytopenia.
Reference: Xu Jingfeng, Yang Ming (editor) Handbook of clinical prescription drugs. Nanjing: Jiangsu Science and Technology Press .2009 on page 561.

Synthetic method

Ferulic acid can be obtained through chemical synthesis and extraction. Laboratory dissolves the vanillin, malonic acid and piperidine in pyridine for reaction of three weeks after which with hydrochloric acid precipitation, you can obtain ferulic acid.
 laboratory synthesis roadmap of ferulic acid
Figure 2 laboratory synthesis roadmap of ferulic acid

Uses

It can be used as a food preservative and a kind of organic chemicals.
It can be used as the intermediates of cinametic acid. It can also be used as food preservative.
It can also be applied to biochemical studies

Chemical Properties

Pale Yellow Solid

Uses

antineoplastic, choleretic, food preservative

Uses

anti-oxidant, anti-inflammatory, sunscreen enhancer

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.

Uses

Widely distributed in small amounts in plants. Used as an antioxidant and food preservative

Definition

A plant growth inhibitor.

Biotechnological Production

There are three different natural sources for ferulic acid. It could be produced from low-molecular-weight ferulic conjugates. For example, ferulic acid has been isolated from the waste material of rice bran oil production by hydrolyzing with sodium hydroxide or potassium hydroxide at 90–100 C. Ferulic acid with a purity of 70–90 % was produced within 8 h under atmospheric pressure Another possibility is a direct extraction of ferulic acid from plant cell walls by using feruloyl esterases. Various microorganism are able to secrete feruloyl esterases (e.g. A. niger, Bacillus species and Clostridium thermocellum). The enzymatic hydrolysis of sugar-beet pulp has been analyzed using a mixture of carbohydrases from Aspergillus aculeatus with a final ferulic acid concentration of 200 mg.L-1 in the hydrolyzate. Moreover, a purification method to isolate ferulic acid from sugar-beet pulp after enzymatic hydrolysis using a fixed-bed adsorption with activated carbon has been developed. With this process, a purity of 50 % has been achieved. Finally, ferulic acid could be produced by cell culture fermentations. For example, free ferulic acid (up to 50 mg.L-1) and also conjugated to anthocyanins (up to 150 mg.L-1) has been accumulated in cell cultures of Ajuga pyramidalis.

Purification Methods

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

Ferulic Acid Preparation Products And Raw materials

Raw materials

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Ferulic AcidSupplierMore

MedicalChem(Yancheng)Manuf.Co.,Ltd Gold
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Products Intro:
Product Name:Ferulic acid
CAS:1135-24-6
Purity:99% HPLC Package:25kg/fiber drum Remarks:25kg/fiber drum
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Product Name:4-Hydroxy-3-MethoxycinnaMic acid
CAS:1135-24-6
Purity:>=99%HPLC Package:300RMB/1KG,5KG,25KG
future industrial shanghai co., ltd Gold
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Products Intro:
Product Name:Ferulic acid
CAS:1135-24-6
Purity:99% Package:89RMB/ 10g
WUHAN YUANCHENG GONGCHUANG TECHNOLOGY CO.,LTD Gold
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Products Intro:
Product Name:Ferulic Acid
CAS:1135-24-6
Purity:99% Package:1kg;5kg;25kg
Shaanxi changxiang pharmaceutical co. LTD Gold
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Products Intro:
Product Name:Ferulic
CAS:1135-24-6
Purity:99% Package:1kg/
Basic information Plant sources Physical and Chemical Properties Lipid-Lowering effect Antimicrobial effect Food Industry Applications Pharmacological effects Synthetic method Uses Safety Related Supplier