Showing Compound Homoveratric acid (FDB000317)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:31 UTC

Update date

2019-11-26 02:54:37 UTC

Primary ID

FDB000317

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Homoveratric acid

Description

Homoveratric acid is the main metabolite of 3,4-dimethoxyphenylethylamine (DMPEA) in urine. It has been suggested that DMPEA and other amines are in higher concentrations in drug-free schizophrenics than in normal subjects. DMPEA is a the di-methylated metabolite of L-DOPA, the major treatment for Parkinson's disease (PD). (PMID 7059639, 14311254, 588645, 10834300). Homoveratric acid is found in olive.

CAS Number

93-40-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-(3,4-Dimethoxyphenyl)acetic acid	ChEBI
2-(3,4-Dimethoxyphenyl)ethanoic acid	ChEBI
3,4-Dimethoxybenzeneacetic acid	ChEBI
3,4-Dimethoxyphenylacetic acid	ChEBI
Homoveratrumic acid	ChEBI
2-(3,4-Dimethoxyphenyl)acetate	Generator
2-(3,4-Dimethoxyphenyl)ethanoate	Generator
3,4-Dimethoxybenzeneacetate	Generator
3,4-Dimethoxyphenylacetate	Generator
Homoveratrumate	Generator
Homoveratrate	Generator
(3,4-Dimethoxyphenyl)acetate	HMDB
(3,4-Dimethoxyphenyl)acetic acid	HMDB
3, 4-(Dimethoxyphenyl) acetic acid	biospider
3,4-(Dimethoxy)benzeneacetic acid	biospider
3,4-(Dimethoxyphenyl) acetic acid	biospider
3,4-dimethoxyphenyl Acetic Acid	biospider
Acetic acid, (3, 4-dimethoxyphenyl)-	biospider
Acetic acid, (3,4-dimethoxyphenyl)-	biospider
Benzeneacetic acid, 3,4-dimethoxy-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.21 g/L	ALOGPS
logP	1.58	ALOGPS
logP	1.3	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	-4.6	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	4	ChemAxon
Refractivity	50.29 m³·mol⁻¹	ChemAxon
Polarizability	19.74 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

C10H12O4

IUPAC name

2-(3,4-dimethoxyphenyl)acetic acid

InChI Identifier

InChI=1S/C10H12O4/c1-13-8-4-3-7(6-10(11)12)5-9(8)14-2/h3-5H,6H2,1-2H3,(H,11,12)

InChI Key

WUAXWQRULBZETB-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC=C(CC(O)=O)C=C1OC

Average Molecular Weight

196.1999

Monoisotopic Molecular Weight

196.073558872

Classification

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Alkyl aryl ether
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:86655 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	96 oC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Homoveratric acid, non-derivatized, GC-MS Spectrum	splash10-0006-1900000000-b8fad1a07cec70a67baa	Spectrum
GC-MS	Homoveratric acid, non-derivatized, GC-MS Spectrum	splash10-0zmm-8900000000-293e74b0bdba71f58686	Spectrum
GC-MS	Homoveratric acid, non-derivatized, GC-MS Spectrum	splash10-0006-1900000000-b8fad1a07cec70a67baa	Spectrum
GC-MS	Homoveratric acid, non-derivatized, GC-MS Spectrum	splash10-0zmm-8900000000-293e74b0bdba71f58686	Spectrum
Predicted GC-MS	Homoveratric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-0900000000-b5afe425cd0ee57b8a78	Spectrum
Predicted GC-MS	Homoveratric acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0uk9-9740000000-e742775074430d01470b	Spectrum
Predicted GC-MS	Homoveratric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Homoveratric acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-000i-0900000000-2a12c40170fec46f4a14	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-00di-0900000000-5debb25eef3cd12b8c67	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-00dl-9800000000-dcdcc653f9617b708e09	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-52) , Positive	splash10-0006-1900000000-b8fad1a07cec70a67baa	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9700000000-f934c6c85d66ecf9a73f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-7921f2d592d19e47e26f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-8900000000-2dc71b5f18fc3e44e401	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-861708737c6c00d8f889	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-6341a3b972b9136bfab0	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-cfa658289cf1b2ad7c0f	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-d63fee5bd99fb0c1bef2	2017-06-28	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-0900000000-4d0e7df1745cd9e8f862	2017-06-28	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uds-4900000000-03114ec385c930dff86c	2017-06-28	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-0900000000-ef409f5435da30dee642	2017-06-28	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6t-0900000000-b30d032851ea7f911431	2017-06-28	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-059j-3900000000-fc353d8a9dee7319f900	2017-06-28	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-0900000000-a98871b4ebb2ae382753	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-94dda491ff4a670ad4a4	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-4900000000-28d5f869e5bad9c0059f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-1b5f2103af53001771c3	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pbi-7900000000-1b3c176380ec60fbf5ca	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0079-4900000000-1d4b6f821ff70bd6ff97	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		Spectrum

External Links

ChemSpider ID

6872

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

7139

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

575

DrugBank ID

Not Available

HMDB ID

HMDB00434

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

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

Food	Content Range	Average	Reference
Food			Reference

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

— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.

Showing Compound Homoveratric acid (FDB000317)

Structure for FDB000317 (Homoveratric acid)