Showing Compound p-Isopropylphenol (FDB005302)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:37 UTC

Update date

2020-02-24 19:10:46 UTC

Primary ID

FDB005302

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

p-Isopropylphenol

Description

p-Isopropylphenol, also known as 4-hydroxycumene or p-cumenol, belongs to the class of organic compounds known as cumenes. These are aromatic compounds containing a prop-2-ylbenzene moiety. p-Isopropylphenol is a medicinal, spicy, and warm tasting compound. p-Isopropylphenol has been detected, but not quantified in, cumins (Cuminum cyminum). This could make p-isopropylphenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on p-Isopropylphenol.

CAS Number

99-89-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Hydroxy-4-isopropylbenzene	ChEBI
4-(1-Methylethyl)phenol	ChEBI
4-Hydroxycumene	ChEBI
p-Cumenol	ChEBI
p-Hydroxycumene	ChEBI
4-Isopropyl-phenol	ChEMBL, HMDB
4-Isopropylphenol	ChEMBL, HMDB
4-Isopropyl phenol	HMDB
Australol	HMDB
P-Cuminol	HMDB
P-Isopropyl phenol	HMDB
Para-isopropylphenol	HMDB, MeSH
p-Isopropylphenol	MeSH
4-Isopropylphenol sodium	MeSH
4-Isopropylphenol, cobalt (2+) salt	MeSH
P-cumenol	biospider
P-cuminol	biospider
P-isopropyl phenol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.81 g/L	ALOGPS
logP	2.84	ALOGPS
logP	2.91	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.23 m³·mol⁻¹	ChemAxon
Polarizability	15.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H12O

IUPAC name

4-(propan-2-yl)phenol

InChI Identifier

InChI=1S/C9H12O/c1-7(2)8-3-5-9(10)6-4-8/h3-7,10H,1-2H3

InChI Key

YQUQWHNMBPIWGK-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

136.191

Monoisotopic Molecular Weight

136.088815006

Classification

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
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

Disposition

Route of exposure:

Enteral:

Ingestion

Plant

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	62.3 oC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	2.90	HANSCH,C ET AL. (1995)
Experimental pKa	10.2
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
GC-MS	p-Isopropylphenol, non-derivatized, GC-MS Spectrum	splash10-00di-3900000000-8ad6a5d0a64e2c14751b	Spectrum
GC-MS	p-Isopropylphenol, non-derivatized, GC-MS Spectrum	splash10-00di-3900000000-8ad6a5d0a64e2c14751b	Spectrum
Predicted GC-MS	p-Isopropylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00du-7900000000-ac64e3ae9af14d10e2f5	Spectrum
Predicted GC-MS	p-Isopropylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-6900000000-4a4bf6c3109ca6b72d9e	Spectrum
Predicted GC-MS	p-Isopropylphenol, 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, Positive	splash10-000i-0900000000-f41f82e9901d5a074e63	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-3900000000-9db7463bfd7eb2878614	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ldl-9700000000-0f7affdfac15b2c22e72	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-21715a7abb65001d66cd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-6f1c0faf7dd86bf552f1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ku-5900000000-74e5fe9a940cc2275a3c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-3d153ee27562ca42735c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-6f9a2d0950537b8bde81	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9400000000-36e5abc97b5ce8260f0c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000l-9800000000-fec57518bc07a8d008ab	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002p-9200000000-a0f0fae3304d4a7e082b	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00or-9000000000-dd88696f3e0826e2319d	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

7185

ChEMBL ID

CHEMBL29966

KEGG Compound ID

Not Available

Pubchem Compound ID

7465

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31446

CRC / DFC (Dictionary of Food Compounds) ID

DTH86-U:DTH86-U

EAFUS ID

Not Available

Dr. Duke ID

P-ISOPROPYLPHENOL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1045571

SuperScent ID

7465

Wikipedia ID

Not Available

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
medicinal	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
warm	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.