Showing Compound Coumarinic acid (FDB021703)

Record Information

Version

1.0

Creation date

2011-03-17 23:27:25 UTC

Update date

2019-11-26 03:20:45 UTC

Primary ID

FDB021703

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Coumarinic acid

Description

Coumarinic acid, also known as 2-coumarinate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Coumarinic acid exists in all living organisms, ranging from bacteria to humans. Coumarinic acid has been detected, but not quantified in, pomegranates (Punica granatum). This could make coumarinic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Coumarinic acid.

CAS Number

495-79-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
(2Z)-3-(2-Hydroxyphenyl)-2-propenoic acid	HMDB
(2Z)-3-(2-Hydroxyphenyl)acrylate	Generator
(2Z)-3-(2-Hydroxyphenyl)acrylic acid	ChEBI
(Z)-2-Hydroxycinnamic acid	HMDB
(Z)-3-(2-Hydroxyphenyl)acrylic acid	HMDB
(Z)-Form	HMDB
(Z)-o-Hydroxycinnamic acid	HMDB
2-Coumaric acid	HMDB
2-Coumarinate	ChEBI
2-Coumarinic acid	Generator

Showing 1 to 10 of 35 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.15 g/L	ALOGPS
logP	1.9	ALOGPS
logP	1.83	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	45.04 m³·mol⁻¹	ChemAxon
Polarizability	16.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H8O3

IUPAC name

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

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-

InChI Key

PMOWTIHVNWZYFI-WAYWQWQTSA-N

Isomeric SMILES

OC(=O)\C=C/C1=CC=CC=C1O

Average Molecular Weight

164.158

Monoisotopic Molecular Weight

164.047344122

Classification

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid
Coumaric acid or derivatives
Hydroxycinnamic acid
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

2-coumaric acid (CHEBI:28873 )
Monolignols (C05838 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 65.85%; H 4.91%; O 29.24%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Coumarinic acid, 2 TMS, GC-MS Spectrum	splash10-01ox-1941000000-85dd77bfea7f6b8125b7	Spectrum
GC-MS	Coumarinic acid, non-derivatized, GC-MS Spectrum	splash10-01ox-1941000000-85dd77bfea7f6b8125b7	Spectrum
GC-MS	Coumarinic acid, non-derivatized, GC-MS Spectrum	splash10-0002-1910000000-73438ba0cdf6f364fa48	Spectrum
Predicted GC-MS	Coumarinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-1900000000-6663bcef745d1f3aa724	Spectrum
Predicted GC-MS	Coumarinic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00y3-6390000000-a82ff5bd6498e3c478ea	Spectrum
Predicted GC-MS	Coumarinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Coumarinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-0900000000-ba0915b2f87da989c92b	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-2900000000-fd2da9ac5865a50fc50c	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gdu-9300000000-3baee6b4124fba79677e	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-69f05779283af436427d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xr-1900000000-0bc76f24c2abf6670fc0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9600000000-a2981a5342a71b94ce69	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-0900000000-d75d91b3944a2cbb443c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-1900000000-4cc760aa4a932aabf83e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ftf-9300000000-3a6e7e80a1f918c0bb34	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-972f865a96261dcb891a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-0900000000-dfdb5072d39445a67f3a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-8900000000-badf365b10d631e59196	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4444389

ChEMBL ID

Not Available

KEGG Compound ID

C05838

Pubchem Compound ID

5280841

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41592

CRC / DFC (Dictionary of Food Compounds) ID

GKS64-L:GXR26-J

EAFUS ID

Not Available

Dr. Duke ID

O-COUMARINIC-ACID

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Coumaric_acid

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound Coumarinic acid (FDB021703)

Structure for FDB021703 (Coumarinic acid)