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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:02 UTC

Update Date

2023-02-21 17:21:38 UTC

HMDB ID

HMDB0032132

Secondary Accession Numbers

HMDB32132

Metabolite Identification

Common Name

2-Isopropyl-1,4-benzenediol

Description

2-Isopropyl-1,4-benzenediol, also known as 1,4-dihydroxy-2-isopropylbenzene or 2,5-dihydroxycumene, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. Based on a literature review very few articles have been published on 2-Isopropyl-1,4-benzenediol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-Dihydroxy-2-isopropylbenzene	HMDB
2,5-Dihydroxycumene	HMDB
2-(1-Methylethyl)-1,4-benzenediol, 9ci	HMDB
2-Isopropylhydroquinone	HMDB
2-Isopropylquinol	HMDB
Isopropylhydroquinone, 8ci	HMDB

Chemical Formula

C₉H₁₂O₂

Average Molecular Weight

152.1904

Monoisotopic Molecular Weight

152.083729628

IUPAC Name

2-(propan-2-yl)benzene-1,4-diol

Traditional Name

2-isopropylbenzene-1,4-diol

CAS Registry Number

2349-71-5

SMILES

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

InChI Identifier

InChI=1S/C9H12O2/c1-6(2)8-5-7(10)3-4-9(8)11/h3-6,10-11H,1-2H3

InChI Key

HIGSPBFIOSHWQG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Cumenes

Direct Parent

Cumenes

Alternative Parents

Substituents

Phenylpropane
Cumene
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032132)
Cytoplasm (HMDB: HMDB0032132)

Source

Endogenous

Endogenous (HMDB: HMDB0032132)

Exogenous

Food

Food (HMDB: HMDB0032132)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	129 - 131 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.59 g/L	ALOGPS
logP	1.88	ALOGPS
logP	2.61	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.92	ChemAxon
pKa (Strongest Basic)	-5.6	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	1	ChemAxon
Refractivity	44.21 m³·mol⁻¹	ChemAxon
Polarizability	16.58 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	134.094	31661259
DarkChem	[M-H]-	130.751	31661259
DeepCCS	[M+H]+	138.1	30932474
DeepCCS	[M-H]-	134.398	30932474
DeepCCS	[M-2H]-	172.175	30932474
DeepCCS	[M+Na]+	147.714	30932474
AllCCS	[M+H]+	130.9	32859911
AllCCS	[M+H-H2O]+	126.4	32859911
AllCCS	[M+NH4]+	135.2	32859911
AllCCS	[M+Na]+	136.4	32859911
AllCCS	[M-H]-	130.6	32859911
AllCCS	[M+Na-2H]-	132.0	32859911
AllCCS	[M+HCOO]-	133.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Isopropyl-1,4-benzenediol	CC(C)C1=C(O)C=CC(O)=C1	2261.1	Standard polar	33892256
2-Isopropyl-1,4-benzenediol	CC(C)C1=C(O)C=CC(O)=C1	1420.4	Standard non polar	33892256
2-Isopropyl-1,4-benzenediol	CC(C)C1=C(O)C=CC(O)=C1	1479.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Isopropyl-1,4-benzenediol,1TMS,isomer #1	CC(C)C1=CC(O)=CC=C1O[Si](C)(C)C	1524.6	Semi standard non polar	33892256
2-Isopropyl-1,4-benzenediol,1TMS,isomer #2	CC(C)C1=CC(O[Si](C)(C)C)=CC=C1O	1458.3	Semi standard non polar	33892256
2-Isopropyl-1,4-benzenediol,2TMS,isomer #1	CC(C)C1=CC(O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	1520.8	Semi standard non polar	33892256
2-Isopropyl-1,4-benzenediol,1TBDMS,isomer #1	CC(C)C1=CC(O)=CC=C1O[Si](C)(C)C(C)(C)C	1739.3	Semi standard non polar	33892256
2-Isopropyl-1,4-benzenediol,1TBDMS,isomer #2	CC(C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O	1698.1	Semi standard non polar	33892256
2-Isopropyl-1,4-benzenediol,2TBDMS,isomer #1	CC(C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	1974.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Isopropyl-1,4-benzenediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k9i-2900000000-d1b49712386b655d1435	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Isopropyl-1,4-benzenediol GC-MS (2 TMS) - 70eV, Positive	splash10-00ai-5390000000-9e98a99ce7258df8a6f7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Isopropyl-1,4-benzenediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Isopropyl-1,4-benzenediol 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 - 2-Isopropyl-1,4-benzenediol 10V, Positive-QTOF	splash10-0udi-0900000000-0a9e33f05434b2e823a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 20V, Positive-QTOF	splash10-0w29-2900000000-5bf28c3c46739af3ca4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 40V, Positive-QTOF	splash10-066u-9300000000-6951a490a46fb4f77719	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 10V, Negative-QTOF	splash10-0udi-0900000000-1349d275bdff47f78472	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 20V, Negative-QTOF	splash10-0udi-0900000000-dd0eecc46f6cdec3ed23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 40V, Negative-QTOF	splash10-0aor-8900000000-17641c93e7520c96d565	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 10V, Positive-QTOF	splash10-0udi-1900000000-959cbb9d4bd530ae4456	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 20V, Positive-QTOF	splash10-0kmi-3900000000-3bf7a0f3e78ac29ec432	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 40V, Positive-QTOF	splash10-014i-9000000000-90dee2b566923a3135af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 10V, Negative-QTOF	splash10-0udi-0900000000-3cd265ceef2fb5f5db20	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 20V, Negative-QTOF	splash10-0udj-0900000000-c6025262a4ec5ea711ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl-1,4-benzenediol 40V, Negative-QTOF	splash10-014i-9100000000-4ed391c45b9c7d2f9a5e	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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+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

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

FDB008855

KNApSAcK ID

Not Available

Chemspider ID

67905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75370

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 2-Isopropyl-1,4-benzenediol (HMDB0032132)

MOL for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

3D MOL for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

3D SDF for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

3D-SDF for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

PDB for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

3D PDB for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

SMILES for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

INCHI for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

Structure for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

3D Structure for HMDB0032132 (2-Isopropyl-1,4-benzenediol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra