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
Canonical 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 ℃ (lit.)
Flash Point
Not applicable
Purity
98%
Solubility
428 mg/mL
Appearance
Powder

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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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