Showing Compound 2-Methyl-6-phytylhydroquinone (FDB018442)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:43 UTC

Update date

2019-11-26 03:16:09 UTC

Primary ID

FDB018442

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Methyl-6-phytylhydroquinone

Description

2-Methyl-6-phytylhydroquinone, also known as 6-phytyltoluquinol or MPBQ, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 2-Methyl-6-phytylhydroquinone is an extremely weak basic (essentially neutral) compound (based on its pKa).

CAS Number

54432-31-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Methyl-6-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-benzenediol, 9ci	HMDB
2-Methyl-6-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-benzenediol, 9CI	db_source
2-Methyl-6-phytyl-1,4-benzoquinol	Kegg
2-Methyl-6-phytyl-1,4-hydroquinone	ChEBI
2-Methyl-6-phytylbenzene-1,4-diol	Kegg
2-Methyl-6-phytylquinol	ChEBI
6-Phytyltoluquinol	ChEBI
MPBQ	ChEBI

Showing 1 to 8 of 8 entries

Predicted Properties

Property	Value	Source
Water Solubility	9.4e-05 g/L	ALOGPS
logP	8.58	ALOGPS
logP	9.8	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-5.9	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	14	ChemAxon
Refractivity	128.16 m³·mol⁻¹	ChemAxon
Polarizability	52.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C27H46O2

IUPAC name

2-methyl-6-[(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl]benzene-1,4-diol

InChI Identifier

InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-19-26(28)18-24(6)27(25)29/h16,18-22,28-29H,7-15,17H2,1-6H3/b23-16+

InChI Key

GTWCNYRFOZKWTL-XQNSMLJCSA-N

Isomeric SMILES

CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CC1=CC(O)=CC(C)=C1O

Average Molecular Weight

402.6529

Monoisotopic Molecular Weight

402.349780716

Classification

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Prenylbenzoquinol
O-cresol
M-cresol
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroquinones (CHEBI:75406 )
dihydroxytoluene (CHEBI:75406 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 80.54%; H 11.51%; O 7.95%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Methyl-6-phytylhydroquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-002u-5955000000-ed3c615bfbdaa3d317e3	Spectrum
Predicted GC-MS	2-Methyl-6-phytylhydroquinone, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-5314590000-4edc6443d95e8c655e5d	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0332900000-9201dcdd5658d5035904	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002s-3982100000-4a9db6201d20a074e962	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0cdr-9881000000-d5bc09abd16a67f8fc6f	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-ea2c06ad00e895cba1a9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0101900000-40af4ed500fe31b1e036	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dr-3629000000-5f19b29f8531f4aade10	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

24785305

ChEMBL ID

Not Available

KEGG Compound ID

C15882

Pubchem Compound ID

23724601

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38959

CRC / DFC (Dictionary of Food Compounds) ID

LKR54-G:LKR54-G

EAFUS ID

Not Available

Dr. Duke ID

6-PHYTYLTOLUQUINOL

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

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Spinach	Expected but not quantified	Not Available	DUKE, HMDB
Abiyuch	Expected but not quantified	Not Available	HMDB
Acerola	Expected but not quantified	Not Available	HMDB
Acorn	Expected but not quantified	Not Available	HMDB
Acorn squash	Expected but not quantified	Not Available	HMDB
Adzuki bean	Expected but not quantified	Not Available	HMDB
Agave	Expected but not quantified	Not Available	HMDB
Alaska blueberry	Expected but not quantified	Not Available	HMDB
Alaska wild rhubarb	Expected but not quantified	Not Available	HMDB
Albizia gummifera	Expected but not quantified	Not Available	HMDB