Showing Compound Piperic acid (FDB011933)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:54 UTC

Update date

2019-11-26 03:05:46 UTC

Primary ID

FDB011933

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Piperic acid

Description

Piperic acid, also known as piperate, belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. Piperic acid has been detected, but not quantified in, herbs and spices and pepper (spice). This could make piperic acid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Piperic acid.

CAS Number

5285-18-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(2E,4Z)-5-(2H-1,3-Benzodioxol-5-yl)penta-2,4-dienoate	Generator
2,4-Pentadienoic acid, 5-(1, 3-benzodioxol-5-yl)-	biospider
2,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)-	biospider
2,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)- (9ci)	HMDB
2,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)- (9CI)	biospider
5-(1,3-Benzenedioxol-5-yl)-2,4-pentadienoic acid, 9ci	HMDB
5-(1,3-Benzenedioxol-5-yl)-2,4-pentadienoic acid, 9CI	db_source
5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoic acid	HMDB
5-(1,3-benzodioxol-5-yl)-2,4-pentadienoic acid	biospider
5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid	HMDB

Showing 1 to 10 of 18 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.31 g/L	ALOGPS
logP	2.79	ALOGPS
logP	2.29	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.82	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.15 m³·mol⁻¹	ChemAxon
Polarizability	21.47 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

C12H10O4

IUPAC name

(2E,4Z)-5-(2H-1,3-benzodioxol-5-yl)penta-2,4-dienoic acid

InChI Identifier

InChI=1S/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)/b3-1-,4-2+

InChI Key

RHBGITBPARBDPH-HSFFGMMNSA-N

Isomeric SMILES

OC(=O)\C=C\C=C/C1=CC2=C(OCO2)C=C1

Average Molecular Weight

218.2054

Monoisotopic Molecular Weight

218.057908808

Classification

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Styrene
Medium-chain fatty acid
Heterocyclic fatty acid
Unsaturated fatty acid
Benzenoid
Fatty acid
Fatty acyl
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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 66.05%; H 4.62%; O 29.33%	DFC
Melting Point	215 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Piperic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-1930000000-b89f6f6e141be7a35250	Spectrum
Predicted GC-MS	Piperic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-6590000000-00f335d6958aff048805	Spectrum
Predicted GC-MS	Piperic 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	splash10-0gb9-0290000000-754ab183d5924e215f42	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fk9-2970000000-98c9a65a7364bbc669a7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fi0-5900000000-842d5fe0cc2f2f0aa750	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0290000000-fdd952a8dad85ffb328a	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01b9-0970000000-272641c3b38064a63a3a	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006w-2900000000-e5ab3b143eac4f82ef30	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0390000000-aef6c9f063a6b9f37700	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0920000000-f090f170a98649ab1f98	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fba-4900000000-a77706a23c99f84076bc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0290000000-8744f4a258d60b707067	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0890000000-9d48d134708fdf43617b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0604-3900000000-bebf3e031317e4fa216a	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

22902400

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

13001421

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33779

CRC / DFC (Dictionary of Food Compounds) ID

HBW74-I:HBW74-I

EAFUS ID

Not Available

Dr. Duke ID

PIPERONIC-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

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

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 Piperic acid (FDB011933)

Structure for FDB011933 (Piperic acid)