Caffeic acid
precursor
Showing entry for Caffeic acid
Identification
- PhytoHub ID
- PHUB000574
- Name
- Caffeic acid
- Systematic Name
- 3',4'-dihydroxycinnamic acid
- Synonyms
- 3-(3,4-dihydroxyphenyl)acrylic acid
- 3,4-Dihydroxycinnamic acid
- 3,4-Dihydroxyphenylpropenic acid
- trans-caffeic acid
- CAS Number
- 331-39-5, 501-16-6
- Average Mass
- 180.159
- Monoisotopic Mass
- 180.042258738
- Chemical Formula
- C9H8O4
- IUPAC Name
- (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
- InChI Key
- QAIPRVGONGVQAS-DUXPYHPUSA-N
- InChI Identifier
InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
- SMILES
OC(=O)\C=C\C1=CC(O)=C(O)C=C1
- Structure
Structure for Caffeic acid
Calculated Properties
- Solubility (ALOGPS)
- 1.61e+00 g/l
- LogS (ALOGPS)
- -2.05
- LogP (ALOGPS)
- 1.67
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 2
- Polar Surface Area
- 77.76
- Refractivity
- 47.021699999999996
- Polarizability
- 17.3100815082372
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.283746523508148
- pKa (strongest acidic)
- 3.4517963199924626
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 16433
- PubChem
- 689043
- KNApSAcK
- C00000615
- MetaboLights
- MTBLC16433
- Phenol-Explorer
- 457
- PeakForestCompound
- 000442
- HMDB
- HMDB0001964
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Phenolic acid metabolites
- Metabolite Sub-class
- Cinnamic acids
Taxonomy of its Food Phytochemical Precursor(s)
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Cinnamic acids and derivatives
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Hydroxycinnamic acids and derivatives
- Direct Parent Name
- Hydroxycinnamic acids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acids", "Coumaric acids and derivatives", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
- External Descriptor Annotations
- ["Caffeate derivatives", "caffeic acid"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Catechol", "Cinnamic acid", "Coumaric acid or derivatives", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]
Spectra from Phytohub
Food Sources
Food Sources of its Food Phytochemical(s)
Role as Biomarker of intake
No roles as Biomarker of intake found