NP-MRD: Showing NP-Card for 2,6-Di-tert-butyl-1,4-benzenediol (NP0337058)

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Record Information

Version

2.0

Created at

2024-09-11 09:05:18 UTC

Updated at

2024-09-11 09:05:18 UTC

NP-MRD ID

NP0337058

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,6-Di-tert-butyl-1,4-benzenediol

Description

2,6-Di-tert-butyl-1,4-benzenediol, also known as 2,6-di-tert-butyl-hydroquinone, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 2,6-Di-tert-butyl-1,4-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2,6-Di-tert-butyl-1,4-benzenediol has been detected, but not quantified in, tea. This could make 2,6-di-tert-butyl-1,4-benzenediol a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061311402D          

 16 16  0  0  0  0            999 V2000
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 10  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337058

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(C)C1=CC(O)=CC(=C1O)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H22O2/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8,15-16H,1-6H3

> <INCHI_KEY>
JFGVTUJBHHZRAB-UHFFFAOYSA-N

> <FORMULA>
C14H22O2

> <MOLECULAR_WEIGHT>
222.3233

> <EXACT_MASS>
222.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.146294816356505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-di-tert-butylbenzene-1,4-diol

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
4.456227714000001

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.509847976780211

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.084656273655213

> <JCHEM_PKA_STRONGEST_BASIC>
-5.010397465789578

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
67.3516

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-di-tert-butylbenzene-1,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.771   0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231  -2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.104   0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   14                                                            
CONECT    6   14                                                            
CONECT    7    9   10                                                       
CONECT    8    9   11                                                       
CONECT    9    7    8   15                                                  
CONECT   10    7   12   13                                                  
CONECT   11    8   12   14                                                  
CONECT   12   10   11   16                                                  
CONECT   13    1    2    3   10                                             
CONECT   14    4    5    6   11                                             
CONECT   15    9                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
25-Ditertbutylhydroquinone	HMDB
2,6-Bis(1,1-dimethylethyl)-1,4-benzenediol	HMDB
2,6-Bis(1,1-dimethylethyl)-1,4-benzenediol, 9ci	HMDB
2,6-Di-tert-butyl-hydroquinone	HMDB
2,6-Di-tert-butylbenzene-1,4-diol	HMDB
2,6-Di-tert-butylhydroquinone	HMDB

Chemical Formula

C₁₄H₂₂O₂

Average Mass

222.3233 Da

Monoisotopic Mass

222.16198 Da

IUPAC Name

2,6-di-tert-butylbenzene-1,4-diol

Traditional Name

2,6-di-tert-butylbenzene-1,4-diol

CAS Registry Number

Not Available

SMILES

CC(C)(C)C1=CC(O)=CC(=C1O)C(C)(C)C

InChI Identifier

InChI=1S/C14H22O2/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8,15-16H,1-6H3

InChI Key

JFGVTUJBHHZRAB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
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

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.21	ALOGPS
logP	4.46	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.08	ChemAxon
pKa (Strongest Basic)	-5	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	2	ChemAxon
Refractivity	67.35 m³·mol⁻¹	ChemAxon
Polarizability	26.15 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040178

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019890

KNApSAcK ID

Not Available

Chemspider ID

68075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75550

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2,6-Di-tert-butyl-1,4-benzenediol (NP0337058)

MOL for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

3D MOL for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

3D SDF for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

3D-SDF for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

PDB for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

3D PDB for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

SMILES for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

INCHI for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

Structure for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)

3D Structure for NP0337058 (2,6-Di-tert-butyl-1,4-benzenediol)