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Bovine Rumen Metabolome Database



Showing metabocard for Hydrocinnamic acid (RMDB00764)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:58:16
Accession Number RMDB00764
Common Name Hydrocinnamic acid
Description Hydrocinnamic acid is an analogue of phenylalanine. It is a substrate of the enzyme oxidoreductases [EC 1.14.12.-] in the pathway phenylalanine metabolism (KEGG).
Synonyms
  1. 3-Phenyl-n-propionate
  2. 3-Phenyl-n-propionic acid
  3. 3-Phenylpropanoate
  4. 3-Phenylpropanoic acid
  5. 3-Phenylpropionate
  6. 3-Phenylpropionic acid
  7. Benzenepropionate
  8. Benzenepropionic acid
  9. Benzylacetate
  10. Benzylacetic acid
  11. Dihydrocinnamate
  12. Dihydrocinnamic acid
  13. Hydrocinnamate
  14. Hydrocinnamic acid
  15. b-Phenylpropionate
  16. b-Phenylpropionic acid
  17. w-Phenylpropanoate
  18. w-Phenylpropanoic acid
  19. beta-Phenylpropionate
  20. beta-Phenylpropionic acid
  21. omega-Phenylpropanoate
  22. omega-Phenylpropanoic acid
Chemical IUPAC Name Benzenepropanoic acid
Chemical Formula C9H10O2
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Organic acids
Class
  • Aromatic Acids
Sub Class
  • Miscellaneous aromatic acids
Family
  • Microbial_Metabolite
Species
  • carboxylic acid; aromatic compound
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 150.174
Monoisotopic Molecular Weight 150.068085
Isomeric SMILES OC(=O)CCC1=CC=CC=C1
Canonical SMILES OC(=O)CCC1=CC=CC=C1
KEGG Compound ID C05629 Link Image
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
METLIN ID 4153 Link Image
PubChem Compound 107 Link Image
PubChem Substance 584102 Link Image
ChEBI ID Not Available
CAS Registry Number 501-52-0
InChI Identifier InChI=1/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
Synthesis Reference Muller, August John; Bowers, Joseph Stanton, Jr.; Eubanks, John Robert Ira; Geiger, Carey Cecil; Santobianco, John Gabriel. Process for preparing hydrocinnamic acid from cinnamaldehyde. PCT Int. Appl. (1999), 18 pp.
Melting Point (Experimental) 45-48 oC
Experimental Water Solubility 5.9 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Source: PhysProp
Predicted Water Solubility 1.70 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -1
State Solid
Experimental LogP/Hydrophobicity 1.84 [HANSCH,C ET AL. (1995)] Source: PhysProp
Predicted LogP/Hydrophobicity 1.84 [Predicted by ALOGPS]; 1.6 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show Link Image
SDF File Show Link Image
PDB File Show Link Image
2D Structure
3D Structure
Experimental PDB ID 1AHX Link Image
Experimental PDB File Show
Experimental PDB Structure
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
Show Peaklist
Mass Spectrum
Low Energy
Download File
Show Experimental Conditions Link Image
Medium Energy
Download File
Show Experimental Conditions Link Image
High Energy
Download File
Show Experimental Conditions Link Image
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location
  • Rumen
Tissue Location Not Available
Concentrations (Normal)
Biofluid Rumen
Value 613.2 +/- 99.5 uM
Age 4-5 years old
Sex Female (lactating)
Condition Normal (0% barley grain in dry matter (DM) basis)
Breed Holstein-Friesian
Experimental Condition Rumen fluid for the analysis was collected 15-20 minutes before the morning feeding on days 12 and 21 of each experimental period. Cows were fed once daily at 0800.
Comments Not Available
References
  • The rumen metabolome (in preparation)
Biofluid Rumen
Value 421.0 +/- 35.4 uM
Age N/A
Sex Female
Condition Normal
Breed Not Available
Experimental Condition Not Available
Comments Not Available
References
  • Metabolomics reveals unhealthy alterations in rumen metabolism with increased proportion of cereal grain in the diet of dairy cows. Burim N. Ametaj, Qendrim Zebeli, Fozia Saleem, Nikolaos Psychogios, Michael J. Lewis, Suzanna M. Dunn, Jianguo Xia and David S. Wishart Metabolomics 2010;6(4):583-594
Concentrations (Abnormal)
Biofluid Rumen
Value 513 +/- 58 uM
Age 4-5 years old
Sex Female (lactating)
Condition 15% barley grain in dry matter (DM) basis
Breed Holstein-Friesian
Experimental Condition Rumen fluid for the analysis was collected 15-20 minutes before the morning feeding on days 12 and 21 of each experimental period. Cows were fed once daily at 0800.
Comments Not Available
References
  • The rumen metabolome (in preparation)
Biofluid Rumen
Value 475 +/- 64 uM
Age 4-5 years old
Sex Female (lactating)
Condition 30% barley grain in dry matter (DM) basis
Breed Holstein-Friesian
Experimental Condition Rumen fluid for the analysis was collected 15-20 minutes before the morning feeding on days 12 and 21 of each experimental period. Cows were fed once daily at 0800.
Comments Not Available
References
  • The rumen metabolome (in preparation)
Biofluid Rumen
Value 411 +/- 115 uM
Age 4-5 years old
Sex Female (lactating)
Condition 45% barley grain in dry matter (DM) basis
Breed Holstein-Friesian
Experimental Condition Rumen fluid for the analysis was collected 15-20 minutes before the morning feeding on days 12 and 21 of each experimental period. Cows were fed once daily at 0800.
Comments Not Available
References
  • The rumen metabolome (in preparation)
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available