Showing Compound p-Hydroxyphenethyl trans-ferulate (FDB010780)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:18 UTC

Update date

2019-11-26 03:04:06 UTC

Primary ID

FDB010780

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

p-Hydroxyphenethyl trans-ferulate

Description

p-Hydroxyphenethyl trans-ferulate belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. p-Hydroxyphenethyl trans-ferulate has been detected, but not quantified in, herbs and spices. This could make p-hydroxyphenethyl trans-ferulate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on p-Hydroxyphenethyl trans-ferulate.

CAS Number

84873-15-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-(4-Hydroxyphenyl)ethyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator
Hydroxyphenethylferulate	HMDB, MeSH
p-Hydroxyphenethyl trans-ferulate	MeSH
p-Hydroxyphenethyl trans-ferulic acid	Generator
P-Hydroxyphenethyl trans-ferulic acid	Generator

Showing 1 to 5 of 5 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	3.16	ALOGPS
logP	3.76	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.62 m³·mol⁻¹	ChemAxon
Polarizability	33.78 Å³	ChemAxon
Number of Rings	2	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

C18H18O5

IUPAC name

2-(4-hydroxyphenyl)ethyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

InChI Identifier

InChI=1S/C18H18O5/c1-22-17-12-14(4-8-16(17)20)5-9-18(21)23-11-10-13-2-6-15(19)7-3-13/h2-9,12,19-20H,10-11H2,1H3/b9-5+

InChI Key

JMSFLLZUCIXALN-WEVVVXLNSA-N

Isomeric SMILES

COC1=C(O)C=CC(\C=C\C(=O)OCCC2=CC=C(O)C=C2)=C1

Average Molecular Weight

314.3325

Monoisotopic Molecular Weight

314.115423686

Classification

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
Methoxyphenol
Tyrosol derivative
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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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 68.78%; H 5.77%; O 25.45%	DFC
Melting Point	Mp 165-166°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	p-Hydroxyphenethyl trans-ferulate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4j-0900000000-40a06cb9ad006d8c105c	Spectrum
Predicted GC-MS	p-Hydroxyphenethyl trans-ferulate, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0096-2692600000-ed47c38069517756c31a	Spectrum
Predicted GC-MS	p-Hydroxyphenethyl trans-ferulate, 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	splash10-014i-0916000000-c43dcbd0efa6f59d2a55	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00fr-0900000000-7ed25e9b41142ef56b38	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05i0-3900000000-a0be17be1ffdc3c42fdd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03fr-0906000000-9f1edd9a6bd7a2e141a6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0900000000-e981c6d30cf94fe46851	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-1900000000-0669350d67f653f1cb53	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0709000000-6913e1c6010d1114fa74	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03gj-0901000000-5768e5fb19d06adf1014	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02aj-0921000000-2d5a6e11e0bab2469fdd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00or-0915000000-95721fc05ca52b8b6964	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0910000000-31b2f91e500b92742fcb	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dj-2900000000-33b4579dda413a09c14f	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

552938

ChEMBL ID

CHEMBL481245

KEGG Compound ID

Not Available

Pubchem Compound ID

637308

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32806

CRC / DFC (Dictionary of Food Compounds) ID

HJW29-C:FON98-Q

EAFUS ID

Not Available

Dr. Duke ID

Not Available

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

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

No data available in table

Showing 0 to 0 of 0 entries

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

Showing Compound p-Hydroxyphenethyl trans-ferulate (FDB010780)

Structure for FDB010780 (p-Hydroxyphenethyl trans-ferulate)