Dihydrocaffeic acid
Synonym(s):3-(3,4-Dihydroxyphenyl)propionic acid;Hydrocaffeic acid
- CAS NO.：1078-61-1
- Empirical Formula: C9H10O4
- Molecular Weight: 182.17
- MDL number: MFCD00002776
- EINECS: 214-083-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-03-13 23:13:44
What is Dihydrocaffeic acid?
Description
Dihydrocaffeic acid is a polyphenol that has diverse biological activities, including antioxidant, neuroprotective, and enzyme inhibitory properties. Dihydrocaffeic acid scavenges ABTS (; IC50 = 81.86 μg/ml) and 2,2-diphenyl-1-picrylhydrazyl (DPPH; ; IC50 = 192.86 μg/ml) radicals and increases the survival of RGC-5 mouse retinal ganglion cells under hypoxic conditions and in the presence of S-nitroso-N-acetyl-D,L-penicillamine (SNAP; ) in a concentration-dependent manner. It also decreases endothelial nitric oxide synthase (eNOS) activity in EA.hy926 human endothelial cells in a concentration-dependent manner. In vivo, dihydrocaffeic acid (30 mg/kg) decreases infarct size in a rat model of transient ischemia induced by middle cerebral artery occlusion (MCAO).
Chemical properties
Brown Solid
The Uses of Dihydrocaffeic acid
Dihydrocaffeic Acid is a natural product containing a catechol group with an α,β-unsaturated carboxylic acid chain. Dihydrocaffeic Acid has been shown to have hepatoprotective activity. Dihydrocaffei c Acid is a metabolite of Caffeic Acid (C08000) with potent antioxidant properties.
The Uses of Dihydrocaffeic acid
3-(3,4-Dihydroxyphenyl)propionic acid it can be used to produce 3-(3,4-dihydroxy-phenyl)-propionic acid octyl ester by heating.
Definition
ChEBI: A monocarboxylic acid that is 3-phenylpropionic acid substituted by hydroxy groups at positions 3 and 4. It is a metabolite of caffeic acid and exhibits antioxidant activity.
Properties of Dihydrocaffeic acid
| Melting point: | 136-139 °C(lit.) |
| Boiling point: | 418℃ |
| Density | 1.398 |
| Flash point: | 220℃ |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 4.75±0.10(Predicted) |
| color | Pale Beige to Pale Brown |
| Water Solubility | Slightly soluble in water. |
| BRN | 2213449 |
| InChI | InChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13) |
| CAS DataBase Reference | 1078-61-1(CAS DataBase Reference) |
Safety information for Dihydrocaffeic acid
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Dihydrocaffeic acid
| InChIKey | DZAUWHJDUNRCTF-UHFFFAOYSA-N |
| SMILES | C1(CCC(O)=O)=CC=C(O)C(O)=C1 |
Dihydrocaffeic acid manufacturer
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