Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:47 UTC

Update Date

2023-02-21 17:18:57 UTC

HMDB ID

HMDB0029650

Secondary Accession Numbers

HMDB29650

Metabolite Identification

Common Name

Methyl 2,4,6-trihydroxybenzoate

Description

Methyl 2,4,6-trihydroxybenzoate belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. Based on a literature review very few articles have been published on Methyl 2,4,6-trihydroxybenzoate.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.387  -2.311   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.387  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.620   0.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.620   1.541   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.007   2.311   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.387   2.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.001   1.541   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.001   0.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.387  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.387  -2.311   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.232   2.311   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.620   0.001   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.007  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9                                                            
CONECT   11    7                                                            
CONECT   12    9   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl 2,4,6-trihydroxybenzoic acid	Generator
2,4,6-Trihydroxybenzoic acid methyl ester	HMDB
Benzoic acid, 2,4,6-trihydroxy-, methyl ester	HMDB

Chemical Formula

C₈H₈O₅

Average Molecular Weight

184.1461

Monoisotopic Molecular Weight

184.037173366

IUPAC Name

methyl 2,4,6-trihydroxybenzoate

Traditional Name

methyl 2,4,6-trihydroxybenzoate

CAS Registry Number

3147-39-5

SMILES

COC(=O)C1=C(O)C=C(O)C=C1O

InChI Identifier

InChI=1S/C8H8O5/c1-13-8(12)7-5(10)2-4(9)3-6(7)11/h2-3,9-11H,1H3

InChI Key

AQDIJIAUYXOCGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Trihydroxybenzoic acid
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Benzoate ester
Salicylic acid or derivatives
Benzenetriol
Phloroglucinol derivative
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029650)
Cytoplasm (HMDB: HMDB0029650)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029650)

Source

Endogenous

Endogenous (HMDB: HMDB0029650)

Plant

Plant (HMDB: HMDB0029650)

Exogenous

Food

Food (HMDB: HMDB0029650)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	174 - 176 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7893 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.19 g/L	ALOGPS
logP	0.93	ALOGPS
logP	2.37	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	8.67	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	44.03 m³·mol⁻¹	ChemAxon
Polarizability	16.82 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	143.241	31661259
DarkChem	[M-H]-	139.015	31661259
DeepCCS	[M+H]+	140.216	30932474
DeepCCS	[M-H]-	137.858	30932474
DeepCCS	[M-2H]-	173.092	30932474
DeepCCS	[M+Na]+	148.552	30932474
AllCCS	[M+H]+	139.6	32859911
AllCCS	[M+H-H2O]+	135.3	32859911
AllCCS	[M+NH4]+	143.5	32859911
AllCCS	[M+Na]+	144.6	32859911
AllCCS	[M-H]-	135.5	32859911
AllCCS	[M+Na-2H]-	136.3	32859911
AllCCS	[M+HCOO]-	137.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2,4,6-trihydroxybenzoate	COC(=O)C1=C(O)C=C(O)C=C1O	2637.2	Standard polar	33892256
Methyl 2,4,6-trihydroxybenzoate	COC(=O)C1=C(O)C=C(O)C=C1O	1698.7	Standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate	COC(=O)C1=C(O)C=C(O)C=C1O	1772.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2,4,6-trihydroxybenzoate,1TMS,isomer #1	COC(=O)C1=C(O)C=C(O)C=C1O[Si](C)(C)C	1776.6	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,1TMS,isomer #2	COC(=O)C1=C(O)C=C(O[Si](C)(C)C)C=C1O	1736.7	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,2TMS,isomer #1	COC(=O)C1=C(O[Si](C)(C)C)C=C(O)C=C1O[Si](C)(C)C	1818.9	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,2TMS,isomer #2	COC(=O)C1=C(O)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	1795.9	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,3TMS,isomer #1	COC(=O)C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	1892.1	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,1TBDMS,isomer #1	COC(=O)C1=C(O)C=C(O)C=C1O[Si](C)(C)C(C)(C)C	2046.5	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,1TBDMS,isomer #2	COC(=O)C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1O	2001.3	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,2TBDMS,isomer #1	COC(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C1O[Si](C)(C)C(C)(C)C	2296.6	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,2TBDMS,isomer #2	COC(=O)C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2227.2	Semi standard non polar	33892256
Methyl 2,4,6-trihydroxybenzoate,3TBDMS,isomer #1	COC(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2505.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Methyl 2,4,6-trihydroxybenzoate EI-B (Non-derivatized)	splash10-0uk9-2900000000-a967a5daaac430383f14	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methyl 2,4,6-trihydroxybenzoate EI-B (Non-derivatized)	splash10-0uk9-2900000000-a967a5daaac430383f14	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,4,6-trihydroxybenzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0900000000-2798da3878f5d6331082	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,4,6-trihydroxybenzoate GC-MS (3 TMS) - 70eV, Positive	splash10-00tr-3119000000-0680a50c15eddb0ef2a3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,4,6-trihydroxybenzoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 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 - Methyl 2,4,6-trihydroxybenzoate 10V, Positive-QTOF	splash10-000i-0900000000-6ce5e1aa5e3d6729c040	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 20V, Positive-QTOF	splash10-0f79-0900000000-e322599533187b0252e0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 40V, Positive-QTOF	splash10-0udi-2900000000-6055c84c942293700d8c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 10V, Negative-QTOF	splash10-001i-0900000000-fd37c5e80325010cd914	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 20V, Negative-QTOF	splash10-001i-0900000000-a8423b90c809fbc3fe80	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 40V, Negative-QTOF	splash10-0uec-5900000000-bc6fb289d3efa953582f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 10V, Positive-QTOF	splash10-0udr-0900000000-3459c2626af171f926d7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 20V, Positive-QTOF	splash10-0udi-2900000000-4274ab1e887df30a2b6f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 40V, Positive-QTOF	splash10-0uxr-9500000000-541c6bafe234efb71cbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 10V, Negative-QTOF	splash10-001i-0900000000-5d337819060453db37ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 20V, Negative-QTOF	splash10-004i-0900000000-1c2aa8271d2c4dd0305d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2,4,6-trihydroxybenzoate 40V, Negative-QTOF	splash10-0006-9100000000-b70872a1aca1662b2a44	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB000824

KNApSAcK ID

Not Available

Chemspider ID

69065

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76600

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1502251

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Methyl 2,4,6-trihydroxybenzoate (HMDB0029650)

MOL for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

3D MOL for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

3D SDF for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

3D-SDF for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

PDB for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

3D PDB for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

SMILES for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

INCHI for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

Structure for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

3D Structure for HMDB0029650 (Methyl 2,4,6-trihydroxybenzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra