PhytoHub: Showing entry for 3-O-p-Coumaroylquinic acid

3-O-p-Coumaroylquinic acid

Identification

PhytoHub ID

PHUB002562

Name

3-O-p-Coumaroylquinic acid

Systematic Name

Not Available

Synonyms

Not Available

CAS Number

1899-30-5

Average Mass

338.312

Monoisotopic Mass

338.10016754

Chemical Formula

C₁₆H₁₈O₈

IUPAC Name

1,3,4-trihydroxy-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid

InChI Key

BMRSEYFENKXDIS-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)

SMILES

	OC1CC(O)(CC(OC(=O)\C=C/c2ccc(O)cc2)C1O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 3.92e+00 g/l
LogS (ALOGPS): -1.94
LogP (ALOGPS): 0.13
Hydrogen Acceptors: 7
Hydrogen Donors: 5
Rotatable Bond Count: 5
Polar Surface Area: 144.52
Refractivity: 81.25379999999998
Polarizability: 32.3743896343223
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.2318239809154075
pKa (strongest acidic): 3.359492048541407
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 6441280
ChEBI: 15937
FooDB (Compounds): FDB000236

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Phenolic acids
Sub-class: Hydroxycinnamic acids

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(119.05323,0.11311311);(155.03944,0.10710711);(163.04237,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(92.03197,0.03203203);(93.03265,0.14714715);(111.04657,0.03203203);(137.0042,0.03403403);(137.02582,0.02902903);(156.03706,0.03003003);(163.03665,0.10510511);(168.89349,0.02902903);(173.03749,0.03403403);(173.04713,0.15015015);(191.05515,1.0);(192.05511,0.05905906);(192.06938,0.02902903);(337.08594,0.07907908);(337.1015,0.0970971)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(92.03197,0.03220036);(93.03265,0.14669052);(111.04657,0.03220036);(137.0042,0.03398927);(137.02582,0.02862254);(156.03706,0.03041145);(163.03665,0.10554562);(168.89349,0.02862254);(173.03749,0.03398927);(173.04713,0.15026834);(191.05515,1.0);(192.05511,0.05903399);(192.06938,0.02862254);(337.08594,0.07871199);(337.1015,0.09660107)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(92.032,0.032);(93.033,0.147);(111.047,0.032);(137.004,0.034);(137.026,0.029);(156.037,0.03);(163.037,0.106);(168.893,0.029);(173.037,0.034);(173.047,0.15);(191.055,1.0);(192.055,0.059);(192.069,0.029);(337.086,0.079);(337.102,0.097)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(119.053,0.113);(155.039,0.107);(163.042,1.0)

Food Sources

Name	Group
Apple	Fruit, Pomes	Publications	Show
Apricot	Fruit, Drupes	Publications	Show
Carrot	Vegetables, Root vegetables	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for 3-O-p-Coumaroylquinic acid