Name
Dihydrocaffeic acid
CAS
1078-61-1
HMDB ID
Synonyms
3,4-Dihydroxy-(6CI,7CI,8CI)Hydrocinnamate
3,4-Dihydroxy-(6CI,7CI,8CI)Hydrocinnamic acid
3,4-Dihydroxy-b-phenylpropionate
3,4-Dihydroxy-b-phenylpropionic acid
3,4-Dihydroxy-beta-phenylpropionate
3,4-Dihydroxy-beta-phenylpropionic acid
3,4-Dihydroxybenzenepropionate
3,4-Dihydroxybenzenepropionic acid
3,4-Dihydroxydihydrocinnamate
3,4-Dihydroxydihydrocinnamic acid
3,4-Dihydroxyhydrocinnamate
3,4-Dihydroxyhydrocinnamic acid
3,4-Dihydroxyphenylpropionate
3,4-Dihydroxyphenylpropionic acid
3-(3,4-Dihydroxyphenyl)propanoate
3-(3,4-Dihydroxyphenyl)propanoic acid
3-(3,4-Dihydroxyphenyl)propionate
3-(3,4-Dihydroxyphenyl)propionic acid
Dihydrocaffeate
Dihydrocaffeic acid
Hydrocaffeate
Hydrocaffeic acid
Molecular formula
C9H10O4
Average molecular weight
182.17
Monoisotopic mass of parent ion
182.0579
Verified Purity
>99.9%
Solubility
N/A
Spectra
Chromatogram
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
3,4-Dihydroxyhydrocinnamic acid
Structure
SMILES
OC(=O)CCC1=CC(O)=C(O)C=C1
Description
3,4-Dihydroxyhydrocinnamic acid, also known as dihydrocaffeic acid (DHCA), is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID: 15607645) and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract (PMID: 15693705). Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans (PMID: 16038718). Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure conveys the antioxidant effect in plasma and in erythrocytes (PMID: 11768243). 3,4-Dihydroxyhydrocinnamic acid is a microbial metabolite found in Bifidobacterium, Escherichia, Lactobacillus, and Clostridium (PMID: 28393285).
Physical Properties
State
Solid
Experimental Properties
Property
Value
Reference
Melting Point
136 °C
Boiling Point
Water Solubility
428.0 mg/mL
LogP
Biological Properties
Cellular Locations
Cytoplasm
Biospecimen Locations
Blood
Feces
Urine
Tissue Locations
N/A
Normal Concentrations
Biospecimen
Status
Value
Age
Sex
Condition
Reference
Details
Blood
Detected and Quantified
0.066 +/- 0.04 uM
Adult (>18 years old)
Not Specified
Normal
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Blood
Detected and Quantified
0.029 +/- 0.01 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.017 +/- 0.004 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.038 +/- 0.009 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.034 +/- 0.008 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.016 +/- 0.005 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.022 +/- 0.007 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.018 +/- 0.006 uM
Adult (>18 years old)
Male
Normal
Blood
Detected and Quantified
0.121 +/- 0.107 uM
Adult (>18 years old)
Male
Normal
Blood
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
27.776 +/- 41.828 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
12.516 +/- 3.348 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
19.377 +/- 13.504 nmol/g wet feces
Adult (>18 years old)
Both
Normal
Feces
Detected and Quantified
23.604 +/- 27.940 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
Not Specified
Not Specified
Normal
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Urine
Detected and Quantified
0.27 +/- 0.079 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Expected but not Quantified
Consuming polyphenols described by Phenol-Explorer entry 579
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Urine
Detected and Quantified
0.154 +/- 0.02 umol/mmol creatinine
Adult (>18 years old)
Male
Normal
Urine
Detected and Quantified
0.174 +/- 0.055 umol/mmol creatinine
Adult (>18 years old)
Male
Normal
Urine
Detected and Quantified
0.252 +/- 0.034 umol/mmol creatinine
Adult (>18 years old)
Male
Normal
Urine
Detected and Quantified
15.849 +/- 5.603 umol/mmol creatinine
Children (1 - 13 years old)
Not Specified
Normal
Urine
Detected and Quantified
6.861 +/- 2.937 umol/mmol creatinine
Children (1 - 13 years old)
Not Specified
Normal
Urine
Detected and Quantified
0.63 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Detected and Quantified
0.0440-3.800 umol/mmol creatinine
Adult (>18 years old)
Both
Normal
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Normal
Abnormal Concentrations
Biospecimen
Status
Value
Age
Sex
Condition
Reference
Details
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Colorectal Cancer
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Colorectal Cancer
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Colorectal Cancer
Feces
Detected but not Quantified
Adult (>18 years old)
Both
Colorectal Cancer
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Hypertension (mild)
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Hypertension (mild)
Urine
Detected and Quantified
9.273 +/- 5.803 umol/mmol creatinine
Children (1 - 13 years old)
Not Specified
Eosinophilic esophagitis
Urine
Detected and Quantified
4.853 +/- 2.891 umol/mmol creatinine
Children (1 - 13 years old)
Not Specified
Gastroesophageal reflux disease
Urine
Detected and Quantified
6.946 +/- 5.086 umol/mmol creatinine
Children (1 - 13 years old)
Not Specified
Eosinophilic esophagitis
Urine
Detected and Quantified
10.117 +/- 14.922 umol/mmol creatinine
Children (1 - 13 years old)
Not Specified
Gastroesophageal reflux disease
Urine
Detected but not Quantified
Adult (>18 years old)
Both
Bladder cancer
Spectra
Type
Description
View
Predicted GC-MS
splash10-00dr-1900000000-8f0742a594d0db727f11
Predicted GC-MS
splash10-00ur-8069000000-113cede8ffd5381ab0cb
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted GC-MS
Predicted LC-MS/MS
splash10-014i-0900000000-2cfd60989d2ef67b4c9b
Predicted LC-MS/MS
splash10-00kr-0900000000-fbaa85a997efb64c857a
Predicted LC-MS/MS
splash10-0l4i-9700000000-f7bdc64c528a71696640
Predicted LC-MS/MS
splash10-001i-0900000000-867d0860de62a4c828f0
Predicted LC-MS/MS
splash10-01qi-1900000000-7a274d4ecad972f6ce6f
Predicted LC-MS/MS
splash10-0a4l-9700000000-110fe57d501253fffb52
Predicted LC-MS/MS
splash10-001i-3900000000-53d05d44c9f04241cf04
Predicted LC-MS/MS
splash10-000i-2900000000-6e00dd669916da3428f4
Predicted LC-MS/MS
splash10-052o-7900000000-2bdbc4d0abb4a38f24a2
Predicted LC-MS/MS
splash10-00ri-0900000000-b16be98ef6ecf4a3e14e
Predicted LC-MS/MS
splash10-00ds-3900000000-d4579b1d6243d67dbb8d
Predicted LC-MS/MS
splash10-0uyj-9300000000-ead994336f6a97bcf6ee
Pathways
Name
SMPDB / Pathwhiz
KEGG
None available