5-O-Caffeoylquinic acid
precursor
Showing entry for 5-O-Caffeoylquinic acid
Identification
- PhytoHub ID
- PHUB000585
- Name
- 5-O-Caffeoylquinic acid
- Systematic Name
- Not Available
- Synonyms
- 5-(3,4-Dihydroxycinnamoyl)quinic acid
- 5-Caffeoylquinic acid
- Chlorogenic acid
- Neochlorogenic acid
- CAS Number
- 906-33-2
- Average Mass
- 354.311
- Monoisotopic Mass
- 354.09508216
- Chemical Formula
- C16H18O9
- IUPAC Name
- 3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
- InChI Key
- CWVRJTMFETXNAD-DUXPYHPUNA-N
- InChI Identifier
InChI=1/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+
- SMILES
[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)OC1CC(O)(CC(O)C1O)C(O)=O
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 3.44e+00 g/l
- LogS (ALOGPS)
- -2.01
- LogP (ALOGPS)
- 0.17
- Hydrogen Acceptors
- 8
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 5
- Polar Surface Area
- 164.74999999999997
- Refractivity
- 83.23469999999999
- Polarizability
- 33.92029446068079
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.2318239809154075
- pKa (strongest acidic)
- 3.3338531471838464
- Number of Rings
- 2
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- Phenol-Explorer
- 475
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Spectra from Online Resources
Record ID | Source | Description | View |
---|---|---|---|
FIO00618 | MassBank | LC-ESI-QTOF Spectrum - 10 eV, unspecified | View Spectra |
FIO00619 | MassBank | LC-ESI-QTOF Spectrum - 20 eV, unspecified | View Spectra |
FIO00620 | MassBank | LC-ESI-QTOF Spectrum - 30 eV, unspecified | View Spectra |
FIO00621 | MassBank | LC-ESI-QTOF Spectrum - 40 eV, unspecified | View Spectra |
FIO00622 | MassBank | LC-ESI-QTOF Spectrum - 50 eV, unspecified | View Spectra |
FIO00623 | MassBank | LC-ESI-QTOF Spectrum - 10 eV, unspecified | View Spectra |
FIO00624 | MassBank | LC-ESI-QTOF Spectrum - 20 eV, unspecified | View Spectra |
FIO00625 | MassBank | LC-ESI-QTOF Spectrum - 30 eV, unspecified | View Spectra |
FIO00626 | MassBank | LC-ESI-QTOF Spectrum - 40 eV, unspecified | View Spectra |
FIO00627 | MassBank | LC-ESI-QTOF Spectrum - 50 eV, unspecified | View Spectra |
KO000466 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
KO000467 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
KO000468 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
KO000469 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
KO000470 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
KO002577 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
KO002578 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
KO002579 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
KO002580 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
KO002581 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
KO008922 | MassBank | LC-ESI-IT Spectrum - 0.80, unspecified | View Spectra |
KO008923 | MassBank | LC-ESI-IT Spectrum - 0.80/0.50, unspecified | View Spectra |
OUF00135 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
OUF00136 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
PB005541 | MassBank | LC-ESI-QTOF Spectrum - 10 eV, unspecified | View Spectra |
PB006181 | MassBank | LC-ESI-QTOF Spectrum - 15 eV, unspecified | View Spectra |
PB006182 | MassBank | LC-ESI-QTOF Spectrum - 20 eV, unspecified | View Spectra |
PS063601 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
PS063602 | ReSpect | N/A Spectrum - 20, [M+H]+ | View Spectra |
PS063603 | ReSpect | N/A Spectrum - 30, [M+H]+ | View Spectra |
PS063604 | ReSpect | N/A Spectrum - 40, [M+H]+ | View Spectra |
PS063605 | ReSpect | N/A Spectrum - 50, [M+H]+ | View Spectra |
PS063607 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
PS063608 | ReSpect | N/A Spectrum - 20, [M-H]- | View Spectra |
PS063609 | ReSpect | N/A Spectrum - 30, [M-H]- | View Spectra |
PS063610 | ReSpect | N/A Spectrum - 40, [M-H]- | View Spectra |
PS063611 | ReSpect | N/A Spectrum - 50, [M-H]- | View Spectra |
Food Sources
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
5-O-Caffeoylquinic acid | 3-Hydroxybenzoic acid | rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | ||||
5-O-Caffeoylquinic acid | Benzoic acid | Not Available | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C7H6O2 | 122.036779433 | ||||
5-O-Caffeoylquinic acid | Caffeic acid | rat | urine | host metabolism | Not Available | Not Available | Not Available | C9H8O4 | 180.042258738 | Publications | |||
5-O-Caffeoylquinic acid | Dihydrocaffeic acid | rat | urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O4 | 182.057908802 | Publications | |||
5-O-Caffeoylquinic acid | Ferulic acid | rat | plasma, urine | host metabolism | Not Available | Not Available | Not Available | C10H10O4 | 194.057908802 | Publications | |||
5-O-Caffeoylquinic acid | Isoferulic acid | rat | urine | host metabolism | Not Available | Not Available | Not Available | C10H10O4 | 194.057908802 | ||||
5-O-Caffeoylquinic acid | 3-(3'-Hydroxyphenyl)propionic acid | rat | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O3 | 166.062994182 | Publications | |||
5-O-Caffeoylquinic acid | 3-Hydroxyhippuric acid | rat | urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C9H9NO4 | 195.053157774 | Publications | |||
5-O-Caffeoylquinic acid | Hippuric acid | rat | plasma, urine | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C9H9NO3 | 179.058243154 | Publications |
Inter-Individual Variations Metabolism
No data on inter-individual variations available