PhytoHub: Showing entry for Coumaric acid (o-)

Coumaric acid (o-)

Identification

PhytoHub ID

PHUB000589

Name

Coumaric acid (o-)

Systematic Name

2’-hydroxycinnamic acid

Synonyms

2-Hydroxycinnamic acid
3-(2-hydroxyphenyl)acrylic acid
trans-2-coumaric acid
trans-2-hydroxycinnamic acid

CAS Number

614-60-8

Average Mass

164.16

Monoisotopic Mass

164.047344118

Chemical Formula

C₉H₈O₃

IUPAC Name

(2E)-3-(2-hydroxyphenyl)prop-2-enoic acid

InChI Key

PMOWTIHVNWZYFI-AATRIKPKSA-N

InChI Identifier

InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+

SMILES

OC(=O)\C=C\C1=C(O)C=CC=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.15e+00 g/l
LogS (ALOGPS): -2.15
LogP (ALOGPS): 1.90
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 2
Polar Surface Area: 57.53
Refractivity: 45.040800000000004
Polarizability: 16.27171443151333
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -6.042883115419331
pKa (strongest acidic): 3.845591042532155
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

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)

Food Phytochemical	Family	Class	Sub-class
Cranberry (Poly)phenols	Polyphenols	Not specified	Not specified	Show Food Phytochemical
Coumarin	Polyphenols	Coumarins and Furanocoumarins	Not Available	Show Food Phytochemical

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", "Cinnamic acids", "Coumaric acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
External Descriptor Annotations: ["2-coumaric acid", "Monolignols", "phenols"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric 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

Spectrum Type	Instrument Type	Technology	Ion Mode	Collision Energy	View
GC-MS	GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	Not Available	Positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	Not Available	Positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)	Not Available	Positive	Not Available	View Spectrum
GC-MS	GC-MS	Not Available	Not Available	Not Available	View Spectrum
GC-MS	EI-B	instrument=HITACHI M-2500	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies	positive	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies	positive	Not Available	View Spectrum
GC-MS	GC-MS	Not Available	Not Available	Not Available	View Spectrum
GC-MS	GC-EI-TOF	instrument=Leco Pegasus IV	positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: C[Si](C)(C)OC(=O)/C=C/C1=CC=CC=C1O[Si](C)(C)C)	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Ei	Not Available	View Spectrum
LC-MS/MS	LC-ESI-QQ (API3000, Applied Biosystems)	Not Available	Negative	10V	View Spectrum
LC-MS/MS	LC-ESI-QQ (API3000, Applied Biosystems)	Not Available	Negative	20V	View Spectrum
LC-MS/MS	LC-ESI-QQ (API3000, Applied Biosystems)	Not Available	Negative	30V	View Spectrum
LC-MS/MS	LC-ESI-QQ (API3000, Applied Biosystems)	Not Available	Negative	40V	View Spectrum
LC-MS/MS	LC-ESI-QQ (API3000, Applied Biosystems)	Not Available	Negative	50V	View Spectrum
LC-MS/MS	LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)	Not Available	Positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)	Not Available	Negative	V	View Spectrum
LC-MS/MS	LC-ESI-QQ	instrument=API3000, Applied Biosystems	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QQ	instrument=API3000, Applied Biosystems	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QQ	instrument=API3000, Applied Biosystems	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QQ	instrument=API3000, Applied Biosystems	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QQ	instrument=API3000, Applied Biosystems	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=UPLC Q-Tof Premier, Waters	negative	V	View Spectrum
LC-MS/MS	Linear Ion Trap	instrument=Thermo Finnigan LTQ	negative	V	View Spectrum
LC-MS/MS	Linear Ion Trap	instrument=Thermo Finnigan LTQ	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=UPLC Q-Tof Premier, Waters	positive	V	View Spectrum
LC-MS/MS	Not Available	Not Available	Negative	35V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	20V	View Spectrum

Food Sources

Name	Group
American cranberry	Fruit, Berries	Publications	Show
Apple	Fruit, Pomes	Publications	Show
Apple juice	Beverages, Non-alcoholic	Publications	Show
Olive, black	Fruit, Drupes	Publications	Show
Olive, green	Fruit, Drupes	Publications	Show

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

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
	Cranberry (Poly)phenols		Coumaric acid (o-)	human	plasma, urine	gut microbiota metabolite	3h-5h	<20 nmol/L	<1%	C₉H₈O₃	164.047344118	Detailed Intervention Studies	Publications
	Coumarin		Coumaric acid (o-)	human	plasma	host metabolism	1h-3h	0.5-2µmol/L	Not Available	C₉H₈O₃	164.047344118	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Coumaric acid (o-)