AFCDB: 1,3-Benzenediol (FDB008738)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:13 UTC

Update date

2019-11-26 03:03:04 UTC

Primary ID

FDB008738

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1,3-Benzenediol

Description

1,3-Benzenediol, also known as resorcin or m-hydroquinone, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. 1,3-Benzenediol exists in all living organisms, ranging from bacteria to humans. 1,3-Benzenediol is a creamy, hawthorn, and musty tasting compound. 1,3-Benzenediol has been detected, but not quantified in, several different foods, such as robusta coffees (Coffea canephora), alcoholic beverages, java plums (Syzygium cumini), coffee and coffee products, and arabica coffees (Coffea arabica). This could make 1,3-benzenediol a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 1,3-Benzenediol.

CAS Number

108-46-3

Structure

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

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	82.3 g/L	ALOGPS
logP	0.7	ALOGPS
logP	1.37	ChemAxon
logS	-0.13	ALOGPS
pKa (Strongest Acidic)	9.26	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	30.02 m³·mol⁻¹	ChemAxon
Polarizability	10.75 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

Chemical Formula

C6H6O2

IUPAC name

benzene-1,3-diol

InChI Identifier

InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H

InChI Key

GHMLBKRAJCXXBS-UHFFFAOYSA-N

Isomeric SMILES

OC1=CC(O)=CC=C1

Average Molecular Weight

110.1106

Monoisotopic Molecular Weight

110.036779436

Classification

Description

Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

resorcinols (CHEBI:27810 )
benzenediol (CHEBI:27810 )
a benzenediol (CPD-623 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Synthetic:

Personal care product

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Air pollutant

Industrial application:

Personal care products

Food and nutrition:

Flavoring agent

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 65.45%; H 5.49%; O 29.06%	DFC
Melting Point	Mp 111°	DFC
Boiling Point	Bp 280°	DFC
Experimental Water Solubility	717 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	0.80	HANSCH,C ET AL. (1995)
Experimental pKa	pKa2 11.06 (20°)	DFC
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
EI-MS	Mass Spectrum (Electron Ionization)	splash10-03di-8900000000-3771649f063971fd96f3	2014-09-20	View Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-08gi-9600000000-0e7d24e90c380c2fbaf5	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-03di-9500000000-02f0a9b7ce8b4af47473	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-03e9-9300000000-fcd22d3e2208eda085dd	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-0f83-3960000000-6169d32b43f71f4abe1a	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-08gi-9600000000-0e7d24e90c380c2fbaf5	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-03di-9500000000-02f0a9b7ce8b4af47473	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-03e9-9300000000-fcd22d3e2208eda085dd	Spectrum
GC-MS	1,3-Benzenediol, non-derivatized, GC-MS Spectrum	splash10-0f83-3960000000-6169d32b43f71f4abe1a	Spectrum
Predicted GC-MS	1,3-Benzenediol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-3900000000-523ce2d2022aff1e8307	Spectrum
Predicted GC-MS	1,3-Benzenediol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ei-7940000000-20d1bf1b6588a896d381	Spectrum
Predicted GC-MS	1,3-Benzenediol, 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, Negative	splash10-0a4i-0900000000-64036e30d95c257972de	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-e75dbf262b9b2cf88b20	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9300000000-6fec697f0a62d05e0740	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-1900000000-390a7eb266152d83c925	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-6900000000-ad5c8e451745f725a898	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-8b485ce5f0cbe4811afb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-920e234b400dba4e5f87	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-b7e895b1f7ab851eecff	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03xu-9300000000-91340faf902dd2ba7d1f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-fd10fd64675560620b8d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03xr-9600000000-b1d387d2d4ab01180df9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9000000000-596a7612f830d3e5368f	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

27810

Phenol-Explorer ID

663

DrugBank ID

Not Available

HMDB ID

HMDB32037

CRC / DFC (Dictionary of Food Compounds) ID

DVK64-P:DVK64-P

EAFUS ID

3289

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00002671

HET ID

RCO

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1009421

SuperScent ID

Not Available

Wikipedia ID

1,3-Benzenediol

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

Flavor	Citations
nutty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

1,3-Benzenediol (FDB008738)

Structure for FDB008738 (1,3-Benzenediol)