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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:56 UTC

Update Date

2023-02-21 17:22:34 UTC

HMDB ID

HMDB0032640

Secondary Accession Numbers

HMDB32640

Metabolite Identification

Common Name

Ethyl p-anisate

Description

Ethyl p-anisate, also known as fema 2420, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Based on a literature review very few articles have been published on Ethyl p-anisate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    1   13                                                       
CONECT    4    6    8                                                       
CONECT    5    7    8                                                       
CONECT    6    4    9                                                       
CONECT    7    5    9                                                       
CONECT    8    4    5   10                                                  
CONECT    9    6    7   12                                                  
CONECT   10    8   11   13                                                  
CONECT   11   10                                                            
CONECT   12    2    9                                                       
CONECT   13    3   10                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl p-anisic acid	Generator
4-Methoxy ethylbenzoate	HMDB
Benzoic acid, 4-methoxy-, ethyl ester	HMDB
Benzoic acid, p-methoxy-, ethyl ester	HMDB
Ethyl 4-methoxybenzoate	HMDB
Ethyl anisate	HMDB
Ethyl ester OF 4-methoxybenzoic acid	HMDB
Ethyl p-anisoate	HMDB
Ethyl p-methoxybenzoate	HMDB
FEMA 2420	HMDB
p-Anisic acid, ethyl ester	HMDB
p-Methoxybenzoic acid, ethyl ester	HMDB
Ethyl 4-methoxybenzoic acid	HMDB

Chemical Formula

C₁₀H₁₂O₃

Average Molecular Weight

180.2005

Monoisotopic Molecular Weight

180.07864425

IUPAC Name

ethyl 4-methoxybenzoate

Traditional Name

ethyl 4-methoxybenzoate

CAS Registry Number

94-30-4

SMILES

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

InChI Identifier

InChI=1S/C10H12O3/c1-3-13-10(11)8-4-6-9(12-2)7-5-8/h4-7H,3H2,1-2H3

InChI Key

FHUODBDRWMIBQP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Benzoate ester
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Methoxybenzene
Alkyl aryl ether
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0032640)
Cell membrane (HMDB: HMDB0032640)

Source

Endogenous

Endogenous (HMDB: HMDB0032640)

Exogenous

Food

Food (HMDB: HMDB0032640)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	7 - 8 °C	Not Available
Boiling Point	263.00 to 270.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	489.9 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.801 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.55 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.18	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	49.3 m³·mol⁻¹	ChemAxon
Polarizability	19.3 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	142.201	31661259
DarkChem	[M-H]-	139.375	31661259
DeepCCS	[M+H]+	141.837	30932474
DeepCCS	[M-H]-	138.01	30932474
DeepCCS	[M-2H]-	175.406	30932474
DeepCCS	[M+Na]+	150.945	30932474
AllCCS	[M+H]+	139.0	32859911
AllCCS	[M+H-H2O]+	134.8	32859911
AllCCS	[M+NH4]+	143.0	32859911
AllCCS	[M+Na]+	144.1	32859911
AllCCS	[M-H]-	141.1	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	143.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl p-anisate	CCOC(=O)C1=CC=C(OC)C=C1	2167.3	Standard polar	33892256
Ethyl p-anisate	CCOC(=O)C1=CC=C(OC)C=C1	1429.9	Standard non polar	33892256
Ethyl p-anisate	CCOC(=O)C1=CC=C(OC)C=C1	1461.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ethyl p-anisate EI-B (Non-derivatized)	splash10-000i-4900000000-7cf2064b76af6cfd64cc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethyl p-anisate EI-B (Non-derivatized)	splash10-000i-3900000000-83ce4033728cb10b804b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethyl p-anisate EI-B (Non-derivatized)	splash10-000i-4900000000-7cf2064b76af6cfd64cc	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethyl p-anisate EI-B (Non-derivatized)	splash10-000i-3900000000-83ce4033728cb10b804b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl p-anisate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2900000000-83f045518aec28db9f0a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl p-anisate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 10V, Positive-QTOF	splash10-001i-0900000000-d632729e9bc2bfebf107	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 20V, Positive-QTOF	splash10-001i-0900000000-75af6ada3e5741f2ae4e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 40V, Positive-QTOF	splash10-0pk9-9700000000-358a0c528614708fb888	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 10V, Negative-QTOF	splash10-004i-0900000000-82a063569ec1ceb6ac6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 20V, Negative-QTOF	splash10-004i-0900000000-954533bf363819ead97f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 40V, Negative-QTOF	splash10-0a4i-7900000000-898d6d41c76e9ee805b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 10V, Positive-QTOF	splash10-001r-0900000000-fb3e59abd37dc1dc7663	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 20V, Positive-QTOF	splash10-000i-0900000000-cef3319b24be48e80aaa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 40V, Positive-QTOF	splash10-000i-9600000000-d1c90381debbc6e24072	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 10V, Negative-QTOF	splash10-004i-0900000000-c390409f1ca3951bb075	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 20V, Negative-QTOF	splash10-0a4i-0900000000-a8b9177c90d94c564ca3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl p-anisate 40V, Negative-QTOF	splash10-0axr-9800000000-f018497d5a4f1210e38a	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010589

KNApSAcK ID

C00030761

Chemspider ID

21159425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60979

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1022271

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Pritzker D, Kanungo A, Kilicarslan T, Tyndale RF, Sellers EM: Designer drugs that are potent inhibitors of CYP2D6. J Clin Psychopharmacol. 2002 Jun;22(3):330-2. [PubMed:12006905 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

Showing metabocard for Ethyl p-anisate (HMDB0032640)

MOL for HMDB0032640 (Ethyl p-anisate)

3D MOL for HMDB0032640 (Ethyl p-anisate)

3D SDF for HMDB0032640 (Ethyl p-anisate)

3D-SDF for HMDB0032640 (Ethyl p-anisate)

PDB for HMDB0032640 (Ethyl p-anisate)

3D PDB for HMDB0032640 (Ethyl p-anisate)

SMILES for HMDB0032640 (Ethyl p-anisate)

INCHI for HMDB0032640 (Ethyl p-anisate)

Structure for HMDB0032640 (Ethyl p-anisate)

3D Structure for HMDB0032640 (Ethyl p-anisate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes