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537-98-4

Basic Information
CAS No.: 537-98-4
Name: trans-Ferulic acid
Article Data: 232
Molecular Structure:
Molecular Structure of 537-98-4 (trans-Ferulic acid)
Formula: C10H10O4
Molecular Weight: 194.187
Synonyms: 2-Propenoicacid, 3-(4-hydroxy-3-methoxyphenyl)-, (E)-;Cinnamic acid,4-hydroxy-3-methoxy-, (E)- (8CI);(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoicacid;(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid;(E)-4-Hydroxy-3-methoxycinnamic acid;(E)-Ferulic acid;trans-Ferulic acid;
EINECS: 208-679-7
Density: 1.316 g/cm3
Melting Point: 168-172 °C
Boiling Point: 372.313 °C at 760 mmHg
Flash Point: 150.489 °C
Solubility: Soluble in alcohol and hot water.
Appearance: solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 66.76000
LogP: 1.49860
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  • trans-Ferulic acid

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Specification

The Ferulic acid, with the CAS registry number 537-98-4, is also known as trans-ferulic acid; (2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acid. It belongs to the product categories of Cinnamic Acid; Antioxidant; Biochemistry. Its EINECS registry number is 208-679-7. This chemical's molecular formula is C10H10O4 and molecular weight is 194.18. What's more, its IUPAC name is called (E)-3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoic acid. It should be stored in a cool, dry and well-ventilated place.

Physical properties about Ferulic acid are: (1)ACD/LogP: 1.641; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.36; (4)ACD/LogD (pH 7.4): -1.42; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 9.72; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 66.76 Å2; (13)Index of Refraction: 1.627 ; (14)Molar Refractivity: 52.267 cm3; (15)Molar Volume: 147.467 cm3; (16)Polarizability: 20.72×10-24cm3; (17)Surface Tension: 56.169 dyne/cm; (18)Density: 1.317 g/cm3; (19)Flash Point: 150.489 °C; (20)Enthalpy of Vaporization: 65.349 kJ/mol; (21)Boiling Point: 372.313 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Ferulic acid: Ferulic acid is found in the seeds of coffee, apple, artichoke, peanut, and orange, as well as in both seeds and cell walls of commelinid plants (such as rice, wheat, oats, and pineapple). It can be extracted from wheat bran and maize bran using concentrated alkali. It is an intermediate in the synthesis of monolignols, the monomers of lignin.

Uses of Ferulic acid: Ferulic acid is also used for the synthesis of lignans. It is used for preventing damage to our cells caused by ultraviolet light. This chemical is used as an antioxidant which neutralizes free radicals (superoxide, nitric oxide and hydroxyl radical) which could cause oxidative damage of cell membranes and DNA.

When you are dealing with Ferulic acid, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: COc1cc(ccc1O)/C=C/C(=O)O;
(2) InChI: InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+;
(3) InChIKey: KSEBMYQBYZTDHS-HWKANZROSA-N;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 194mg/kg (194mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 104, Pg. 793, 1984.
 
mouse LDLo parenteral 1200mg/kg (1200mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 7, Pg. 688, 1955.