Dihydrocaffeic acid
Product Information
Molecular Formula
C9H10O4
Molecular Weight
182.17
Description
Dihydrocaffeic acid is a phenylpropanoid with antioxidant potential and anti-inflammatory activity.
Synonyms
3,4-Dihydroxy-benzenepropanoic acid; Hydrocaffeic acid
IUPAC Name
3-(3,4-dihydroxyphenyl)propanoic acid
SMILES
C1=CC(=C(C=C1CCC(=O)O)O)O
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)
InChI Key
DZAUWHJDUNRCTF-UHFFFAOYSA-N
Melting Point
136-139 °C (lit.)
Flash Point
Not applicable
Purity
98%
Solubility
428 mg/mL
Appearance
Powder
Related CAS
71693-95-3
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P302 + P352 - P305 + P351 + P338
Computed Properties
XLogP3
-0.5
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
182.05790880 g/mol
Monoisotopic Mass
182.05790880 g/mol
Topological Polar Surface Area
77.8Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
181
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113893214-A | Application of blattbulume extract in cosmetics | 2021-12-01 |
| CN-113969251-A | Streptococcus basalis and application thereof in biosynthesis of catechin derivatives | 2021-11-30 |
| CN-113786421-A | Saxifraga stolonifera extract with anti-inflammatory activity and preparation method and application thereof | 2021-10-25 |
| CN-113736064-A | Water-emulsifiable UV (ultraviolet) photocuring anionic resin and preparation method thereof | 2021-09-29 |
| CN-113735824-A | PROTAC for targeted degradation of tyrosinase and application thereof | 2021-09-07 |
| CN-113607847-A | Method for determining contents of various phenolic acid components in honeysuckle | 2021-08-03 |
| CN-113607848-A | Method for simultaneously measuring multiple phenolic acids in honeysuckle | 2021-08-03 |
| CN-113397996-A | Antibacterial mouth wash and preparation method thereof | 2021-07-23 |
| CN-113797106-A | Antibacterial mouth wash and preparation method thereof | 2021-07-23 |
| CN-113679836-A | Targeted ZIF-8-polydopamine prodrug nanoparticle and preparation method and application thereof | 2021-07-15 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23146021 | 2013-01-01 | Han ethnicity-specific type 2 diabetic treatment from traditional Chinese medicine? | Journal of biomolecular structure & dynamics |
| 22950962 | 2012-10-02 | Mollusk glue inspired mucoadhesives for biomedical applications | Langmuir : the ACS journal of surfaces and colloids |
| 22925447 | 2012-09-15 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action | Bioorganic & medicinal chemistry |
| 21755326 | 2012-06-01 | Hypolipidemic and antioxidant effects of hydroxycinnamic acids, quercetin, and cyanidin 3-glucoside in hypercholesterolemic erythrocytes (in vitro study) | European journal of nutrition |
| 22490054 | 2012-05-02 | Influence of coffee roasting on the incorporation of phenolic compounds into melanoidins and their relationship with antioxidant activity of the brew | Journal of agricultural and food chemistry |
| 22589189 | 2012-05-01 | Proteogenomic evidence for β-oxidation of plant-derived 3-phenylpropanoids in 'Aromatoleum aromaticum' EbN1 | Proteomics |
| 22336384 | 2012-04-01 | New losartan-hydrocaffeic acid hybrids as antihypertensive-antioxidant dual drugs: Ester, amide and amine linkers | European journal of medicinal chemistry |
| 22429339 | 2012-03-20 | Differential effects of environment on potato phenylpropanoid and carotenoid expression | BMC plant biology |
| 22523636 | 2012-01-01 | Multiple tyrosine metabolites are GPR35 agonists | Scientific reports |
| 22059381 | 2011-12-28 | Coffee components inhibit amyloid formation of human islet amyloid polypeptide in vitro: possible link between coffee consumption and diabetes mellitus | Journal of agricultural and food chemistry |
