Caffeic acid
precursor
Showing entry for Caffeic acid
Identification
- PhytoHub ID
- PHUB000574
- Name
- Caffeic acid
- Synonyms
- 3-(3,4-dihydroxyphenyl)acrylic acid
- 3,4-Dihydroxycinnamic acid
- 3,4-Dihydroxyphenylpropenic acid
- 3',4'-dihydroxycinnamic acid
- trans-caffeic acid
- CAS Number
- 331-39-5
- Average Mass
- 180.1574
- Monoisotopic Mass
- 180.042258744
- Chemical Formula
- C9H8O4
- IUPAC Name
- caffeic 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
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
- 17.335364136589572
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.283746523508147
- pKa (strongest acidic)
- 3.6438401388538604
External Links
- ChEBI
- 16433
- PubChem
- 689043
- KNApSAcK
- C00000615
- MetaboLights
- MTBLC16433
- Phenol-Explorer
- 457
Taxonomy
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Spectra
| Record ID | Source | Description | View |
|---|---|---|---|
| BML00722 | MassBank | LC-ESI-QTOF Spectrum - 10 ev, unspecified | View Spectra |
| BML00729 | MassBank | LC-ESI-QTOF Spectrum - 20 ev, unspecified | View Spectra |
| BML80856 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| JP004107 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP007237 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| KO000510 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
| KO000511 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
| KO000512 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
| KO000513 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
| KO000514 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
| OUF00132 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010139 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010140 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR040210 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]- | View Spectra |
| PR040211 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H-CO2]- | View Spectra |
| PR040212 | MassBank | LC-ESI-QTOF Spectrum - 30 V, [M-H]- | View Spectra |
| PR040213 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+ | View Spectra |
| PR040214 | MassBank | LC-ESI-QTOF Spectrum - 30 V, [M+H]+ | View Spectra |
| PR100110 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PR100533 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PS017701 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
| PS017702 | ReSpect | N/A Spectrum - 20, [M+H]+ | View Spectra |
| PS017707 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
| PS017708 | ReSpect | N/A Spectrum - 20, [M-H]- | View Spectra |
| PS017709 | ReSpect | N/A Spectrum - 30, [M-H]- | View Spectra |
| PS044601 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
| PS044602 | ReSpect | N/A Spectrum - 20, [M+H]+ | View Spectra |
| PS044607 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
| PS044608 | ReSpect | N/A Spectrum - 20, [M-H]- | View Spectra |
| PS044609 | ReSpect | N/A Spectrum - 30, [M-H]- | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Apple | Fruit, Pomes | Publications | Show | |
| Apple juice | Beverages, Non-alcoholic | Publications | Show | |
| Blackberry | Fruit, Berries | Publications | Show | |
| Blueberry | Fruit, Berries | Publications | Show | |
| Broccoli | Vegetables, Cabbages | Publications | Show | |
| Carrot | Vegetables, Root vegetables | Publications | Show | |
| Cider | Beverages, Alcoholic | Publications | Show | |
| Coffee | Coffee and coffee products | Publications | Show | |
| Common wheat | Cereals and cereal products | Publications | Show | |
| Eggplant | Vegetables, Fruit vegetables | Publications | Show | |
| European cranberry | Fruit, Berries | Publications | Show | |
| European plum | Fruit, Drupes | Publications | Show | |
| Mate | Beverages, Non-alcoholic | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Olive, green | Fruit, Drupes | Publications | Show | |
| Pear | Fruit, Pomes | Publications | Show | |
| Strawberry | Fruit, Berries | Publications | Show | |
| Sweet cherry | Fruit, Drupes | Publications | Show | |
| Tomato | Vegetables, Fruit vegetables | Publications | Show | |
| White wine grape | Fruit, Berries | Publications | Show |
Metabolism
Caffeic acid