Name
p-Coumaric acid
CAS
7400-08-0
HMDB ID
Synonyms
3-(4-Hydroxyphenyl)-2-propenoate
3-(4-Hydroxyphenyl)-2-propenoic acid
3-(4-Hydroxyphenyl)acrylate
3-(4-Hydroxyphenyl)acrylic acid
4'-Hydroxycinnamate
4'-Hydroxycinnamic acid
4-Coumarate
4-Coumaric acid
4-Hydroxy cinnamate
4-Hydroxy cinnamic acid
4-Hydroxycinnamate
4-Hydroxyphenylpropenoate
4-Hydroxyphenylpropenoic acid
Hydroxycinnamate
Hydroxycinnamic acid
Para coumarate
Para coumaric acid
Para-Coumarate
Para-Coumaric acid
b-[4-Hydroxyphenyl]acrylate
b-[4-Hydroxyphenyl]acrylic acid
beta-[4-Hydroxyphenyl]acrylate
beta-[4-Hydroxyphenyl]acrylic acid
cis-p-Coumarate
p-Coumarate
p-Coumaric acid
p-Cumarate
p-Cumaric acid
p-Hydroxycinnamate
p-Hydroxycinnamic acid
p-Hydroxyphenylacrylate
p-Hydroxyphenylacrylic acid
trans-4-Hydroxycinnamate
trans-4-Hydroxycinnamic acid
trans-p-Coumarate
trans-p-Coumaric acid
Molecular formula
C9H8O3
Average molecular weight
164.16
Monoisotopic mass of parent ion
164.0473
Verified Purity
99.8%
Solubility
N/A
Find the volume
mg
g/mol
mM
Find the weight
mM
g/mol
mL
Find the concentration
g/mol
mL
mg
(%)
Chloroform
100
80
60
40
20
0
0
20
40
60
80
100
MeOH
(%)
(%)
H2O
100
80
60
40
20
0
0
20
40
60
80
100
MeOH
(%)
(%)
H2O
100
80
60
40
20
0
0
20
40
60
80
100
DMSO
(%)
H2O (pH)
9
8
7
6
5
4
3
Information
Version
5.0
Status
Detected but not Quantified
HMDB Name
4-Hydroxycinnamic acid
Structure
SMILES
OC(=O)\C=C\C1=CC=C(O)C=C1
Description
4-Hydroxycinnamic acid, also known as p-Coumaric acid, is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate. p-coumaric acid is an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acid: o-coumaric acid, m-coumaric acid, and p-coumaric acid, that differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature. p-Coumaric acid exists in two forms trans-p-coumaric acid and cis-p-coumaric acid. It is a crystalline solid that is slightly soluble in water, but very soluble in ethanol and diethyl ether. 4-Hydroxycinnamic acid belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 4-Hydroxycinnamic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, 4-Hydroxycinnamic acid is found, on average, in the highest concentration within a few different foods, such as pepper (Capsicum frutescens), pineapples, and sunflowers and in a lower concentration in spinachs, kiwis, and sweet oranges. 4-Hydroxycinnamic acid has also been detected, but not quantified in several different foods, such as wild rices, soursops, garden onions, hyssops, and avocado.
Physical Properties
State
Solid
Experimental Properties
Property
Value
Reference
Melting Point
211.5 °C
Boiling Point
346.00 to 347.00 °C. @ 760.00 mm Hg (est)
The Good Scents Company Information System
Water Solubility
18300.0 mg/L @ 25 °C (est)
The Good Scents Company Information System
LogP
1.79
SANGSTER (1994)
Biological Properties
Cellular Locations
Cytoplasm
Mitochondria
Biospecimen Locations
Blood
Feces
Urine
Tissue Locations
Fibroblasts
Normal Concentrations
Biospecimen
Status
Value
Age
Sex
Condition
Reference
Details
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Blood
Detected and Quantified
0.6 +/- 0.253 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.116 +/- 0.045 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.071 +/- 0.024 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.174 +/- 0.045 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.148 +/- 0.033 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.057 +/- 0.014 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.052 +/- 0.01 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.049 +/- 0.004 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.94 +/- 0.897 uM
Adult (>18 years old)
Male
Normal
Blood
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
7.980 +/- 0.244 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
8.467 +/- 1.218 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
9.0766 +/- 2.132 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
9.381 +/- 2.0712 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected but not Quantified
Not Specified
Not Specified
Normal
Feces
Detected but not Quantified
Infant (0-1 year old)
Both
Normal
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
0.323 (0.0122-1.578) nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 454
Urine
Detected and Quantified
0.107 +/- 0.015 umol/mmol creatinine
Adult (>18 years old)
Male
Normal
Urine
Detected and Quantified
220 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Detected and Quantified
270 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Detected and Quantified
0.31-0.57 umol/mmol creatinine
Adult (>18 years old)
Female
Normal
Urine
Detected and Quantified
0.29-0.45 umol/mmol creatinine
Adult (>18 years old)
Male
Normal
Urine
Detected and Quantified
0.142 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Detected and Quantified
0.0160-2.940 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Abnormal Concentrations
Spectra
Type
Description
View
Predicted GC-MS
splash10-014j-2900000000-7075c3e10f9df528109e
Predicted GC-MS
splash10-00xu-6390000000-3110f0f6eb462a38bb64
Predicted GC-MS
Predicted LC-MS/MS
splash10-014j-0900000000-43c3377fad5f7488bea0
Predicted LC-MS/MS
splash10-014j-0900000000-2264676cffcfb3110cb8
Predicted LC-MS/MS
splash10-0gdr-9600000000-9d441c7fc0720390be54
Predicted LC-MS/MS
splash10-03di-0900000000-2ce3562ddd5762384d09
Predicted LC-MS/MS
splash10-03di-0900000000-f6c69044556dd2ca2134
Predicted LC-MS/MS
splash10-014m-3900000000-f7e5cd9359ebf2ee51a6
Pathways
Name
SMPDB / Pathwhiz
KEGG
None available