Basic information
- Standard SMILES
COc1cc(C=CC(=O)O)ccc1O- InChIKey
KSEBMYQBYZTDHS-UHFFFAOYSA-N- Molecular formula
- C10H10O4
- Average molar mass
- 194.18 g/mol
- Monoisotopic mass
- 194.0579088
Overview
(E/Z)-ferulic acid has been reported in Camellia reticulata, Angelica gigas, and other organisms with data available.
Names & identifiers
- Preferred name
- 3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoic Acid
- IUPAC
- 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
- English name
- Ferulic Acid
- Molecular formula
- C10H10O4
- Molecular weight
- 194.18
Names & synonyms
Show more names
Database identifiers
- CAS
1135-24-6- PubChem CID
- 709
- DTXSID
DTXSID5040673- ChEMBL
CHEMBL3185646
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 224
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 168 · 168-172 °C(lit.)
- Boiling point
- 250.62 °C · 250.62°C (rough estimate)
- Density
- 1.316 · 1.316(20.0000℃)
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 1.5168 · 1.5168 (estimate)
- FLAVIS Number
- 8.089 · 08.089 | 4-Hydroxy-3-methoxycinnamic acid (mixture of isomers)
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.58 · 4.58±0.10(Predicted)
- form
- powder
- color
- slightly yellow
- Water Solubility
- soluble
- Cosmetics Ingredients Functions
- ANTIOXIDANTANTIMICROBIAL
- InChIKey
- KSEBMYQBYZTDHS-HWKANZROSA-N
- LogP
- 1.51 · 1.51
- CAS DataBase Reference
- 1135 · 1135-24-6(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-2
- FDA UNII
- 951 ZWST · AVM951ZWST
- NIST Chemistry Reference
- 4 · Cinnamic acid, 4-hydroxy-3-methoxy-(1135-24-6)
- EPA Substance Registry System
- Ferulic acid (1135-24-6)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 305 · P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- RTECS
- 3365500 · UD3365500
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29162090 · 29162090
- Hazardous Substances Data
- 1135 · 1135-24-6(Hazardous Substances Data)
- Toxicity
- 350 mg/kg · 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.
- REACH Registrations
- Active
Safety & regulation
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- UD3365500
- 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.
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- hazard_class
- IRRITANT
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P305+P351+P338
- Hazardous Substances Data
- 1135-24-6(Hazardous Substances Data)
Chemistry & industry
Applications
HistoryFerulic acid is a derivative of cinnamic acid with molecular formula C10H10O4. In 1886, Hlasiwetz Barth, an Austrian, isolated 3-methoxy-4-hydroxycinnamic acid from the genus Ferula foetida for structure determination. Ferulic acid together with dihydroferulic acid, is a component of lignocelluloses, conferring cell wall rigidity by cross linking lignin and polysaccharides. It is commonly found in seeds of plant such as rice, wheat and oats. Besides, Ferulic Acid exhibited biochemical role in the inhibition of seed germination, inhibition of indole-acetic acid and enzyme, inhibition of decarboxylation activity & other protective effect on micro-organisms and pets. The syntheis of Ferulic acid was established by Dutt in 1935 when ferulic acid was used as a precursor in the manufacturing of vanillin and malonic acid. There are vast numbers of studies documented on the bio-medical properties of ferulic acid such as antioxidant activity, UV-absorbing capacity & its effect of lignin as precursor in plants metabolic pathway. Ferulic acid, being highly abundant, is indeed difficult to synthesize, Oryza Oil & Fat Chemical has successfully developed an efficient method to extract ferulic acid from rice bran and suitable for applications in the health and beauty arena.
UsesIt 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
DescriptionFerulic 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.
HistoryFerulic 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.
UsesWidely distributed in small amounts in plants. Used as an antioxidant and food preservative
Usesantineoplastic, choleretic, food preservative
Usesanti-oxidant, anti-inflammatory, sunscreen enhancer
Usesferulic 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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionA plant growth inhibitor.
Related reactions
Linked notes
Loading…