MiMeDB: Showing metabocard for benzene-1,2,4-triol (MMDBc0054355)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:08:27 UTC

Update Date

2024-10-15 21:13:56 UTC

Metabolite ID

MMDBc0054355

Metabolite Identification

Common Name

benzene-1,2,4-triol

Description

Benzene-1,2,4-triol is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of benzene-1,3-diol. It is generated by cyp2e1 enzyme via a hydroxylation-of-benzene-ortho-to-strongly-edg reaction. This hydroxylation-of-benzene-ortho-to-strongly-edg occurs in humans.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI

COMPND    https://cactus.nci.nih.gov/chemical/structure/OC1=CC(O)=C(O)C=C1/file?format=... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1       2.917   0.352  -0.047  1.00  0.00           O  
HETATM    2  C   UNL     1       1.591   0.050  -0.022  1.00  0.00           C  
HETATM    3  C   UNL     1       0.649   1.068  -0.001  1.00  0.00           C  
HETATM    4  C   UNL     1      -0.702   0.760   0.024  1.00  0.00           C  
HETATM    5  O   UNL     1      -1.627   1.756   0.044  1.00  0.00           O  
HETATM    6  C   UNL     1      -1.110  -0.571   0.027  1.00  0.00           C  
HETATM    7  O   UNL     1      -2.435  -0.876   0.051  1.00  0.00           O  
HETATM    8  C   UNL     1      -0.165  -1.584   0.006  1.00  0.00           C  
HETATM    9  C   UNL     1       1.182  -1.275  -0.024  1.00  0.00           C  
HETATM   10  H   UNL     1       3.317   0.437   0.829  1.00  0.00           H  
HETATM   11  H   UNL     1       0.968   2.100  -0.004  1.00  0.00           H  
HETATM   12  H   UNL     1      -1.911   2.046  -0.834  1.00  0.00           H  
HETATM   13  H   UNL     1      -2.835  -0.962  -0.826  1.00  0.00           H  
HETATM   14  H   UNL     1      -0.482  -2.617   0.009  1.00  0.00           H  
HETATM   15  H   UNL     1       1.916  -2.066  -0.041  1.00  0.00           H  
CONECT    1    2   10                                                 
CONECT    2    1    3    3    9                                       
CONECT    3    2    2    4   11                                       
CONECT    4    3    5    6    6                                       
CONECT    5    4   12                                                 
CONECT    6    4    4    7    8                                       
CONECT    7    6   13                                                 
CONECT    8    6    9    9   14                                       
CONECT    9    8    8    2   15                                       
CONECT   10    1                                                      
CONECT   11    3                                                      
CONECT   12    5                                                      
CONECT   13    7                                                      
CONECT   14    8                                                      
CONECT   15    9                                                      
MASTER        0    0    0    0    0    0    0    0   15    0   15    0
END

Synonyms

Value	Source
1,2,4-Benzenetriol	ChEBI
1,2,4-Trihydroxybenzene	ChEBI
Hydroxyhydroquinone	ChEBI
Hydroxyquinol	ChEBI

Molecular Formula

C₆H₆O₃

Average Mass

126.11

Monoisotopic Mass

126.031694058

IUPAC Name

benzene-1,2,4-triol

Traditional Name

1,2,4-benzenetriol

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H

InChI Key

GGNQRNBDZQJCCN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyquinols and derivatives. Hydroxyquinols and derivatives are compounds containing a 1,2,4-trihydroxybenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

Benzenetriols and derivatives

Direct Parent

Hydroxyquinols and derivatives

Alternative Parents

Substituents

Hydroxyquinol derivative
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzenetriol (CHEBI:16971 )
a small molecule (CPD-8130 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	44.1 g/L	ALOGPS
logP	0.26	ALOGPS
logP	1.06	ChemAxon
logS	-0.46	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	32 m³·mol⁻¹	ChemAxon
Polarizability	11.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-000f-4695000000-0e7b00d07e6a3c359568	2014-06-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-4293000000-a11381d4bdaefc83f2c3	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-6900000000-54a0c4eb4c619c18738b	2017-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-d44444d15ec9b6453a1e	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-3900000000-522e71e126c4cece45cf	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-9100000000-df831dc9f466d0357fe5	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-236a5b8cc88f6db25ec6	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-2900000000-9ccecbf65ebe17091976	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053r-9100000000-e1b9d720d7dd15d9891a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-5fac22aad109814b92dd	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9200000000-c9f30c8393a1943c70d1	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d4cb022eee41ee3db9aa	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-056r-0900000000-55d491036b0cd675dc6b	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9300000000-6afe8637582ac35d689a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pcc-9000000000-78a1aa060545fd757f8f	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Proteobacteria	2	Human
Eukaryota/Fungi	Ascomycota	1
Bacteria	Actinobacteria	4

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0124831

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Benzene-1,2,4-triol

METLIN ID

Not Available

PubChem Compound

10787

PDB ID

HQN

ChEBI ID

16971

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]
Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.

Showing metabocard for benzene-1,2,4-triol (MMDBc0054355)

MOL for #<Metabolite:0x00007fdb04736f90>

3D MOL for #<Metabolite:0x00007fdb04736f90>

3D SDF for #<Metabolite:0x00007fdb04736f90>

3D-SDF for #<Metabolite:0x00007fdb04736f90>

PDB for #<Metabolite:0x00007fdb04736f90>

3D PDB for #<Metabolite:0x00007fdb04736f90>

SMILES for #<Metabolite:0x00007fdb04736f90>

INCHI for #<Metabolite:0x00007fdb04736f90>

Structure for #<Metabolite:0x00007fdb04736f90>

3D Structure for #<Metabolite:0x00007fdb04736f90>