NP-MRD: Showing NP-Card for 2,6-Di-tert-butyl-4-hydroxymethylphenol (NP0336808)

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Record Information

Version

2.0

Created at

2024-09-11 07:54:30 UTC

Updated at

2024-09-11 07:54:31 UTC

NP-MRD ID

NP0336808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,6-Di-tert-butyl-4-hydroxymethylphenol

Description

2,6-Di-tert-butyl-4-hydroxymethylphenol, also known as 3,5-di-tert-butyl-4-hydroxy-benzyl alcohol or 4-hydroxymethyl-2,6-di-tert-butylphenol, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 2,6-Di-tert-butyl-4-hydroxymethylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282018402D          

 17 17  0  0  0  0            999 V2000
 9992.4001 9991.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1137 9991.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8126 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9877 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9729 9992.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9729 9989.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6851 9991.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9713 9991.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.2574 9991.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.2573 9990.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.9712 9990.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6851 9990.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9534 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.1284 9992.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.8275 9991.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.5420 9991.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.2599 9988.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
  1  7  1  0  0  0  0
  8  5  1  0  0  0  0
  9 16  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 11  6  1  0  0  0  0
  6 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336808

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-14(2,3)11-7-10(9-16)8-12(13(11)17)15(4,5)6/h7-8,16-17H,9H2,1-6H3

> <INCHI_KEY>
HNURKXXMYARGAY-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.30917936611583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-di-tert-butyl-4-(hydroxymethyl)phenol

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.9924432683333335

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.231099032059376

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.727963046886996

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7664658927568455

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
72.1866

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-di-tert-butyl-4-(hydroxymethyl)phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-20         0                                  
HETATM    1  C   UNK     0    8652.4808651.370   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.8128650.600   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8653.2508652.706   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8651.7108652.706   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8649.8168652.910   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8649.8168646.751   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8651.1468650.600   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8649.8138651.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8648.4818650.600   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8648.4808649.062   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8649.8138648.293   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8651.1468649.062   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8647.9138652.706   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8646.3738652.706   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8645.8118650.600   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8647.1458651.370   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8648.4858645.978   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    7                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    8                                                            
CONECT    6   11   17                                                       
CONECT    7    8   12    1                                                  
CONECT    8    7    9    5                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12    6                                                  
CONECT   12   11    7                                                       
CONECT   13   16                                                            
CONECT   14   16                                                            
CONECT   15   16                                                            
CONECT   16    9   13   14   15                                             
CONECT   17    6                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
2, 6-Di-tert-butyl-4-(hydroxymethyl)phenol	HMDB
2, 6-Di-tert-butyl-4-hydroxymethylphenol	HMDB
2,6-Bis(1,1-dimethylethyl)-4-(hydroxymethyl)phenol	HMDB
2,6-Di-t-butyl-4-hydroxymethylphenol	HMDB
2,6-Di-tert-butyl-4-(hydroxymethyl)phenol	HMDB
2,6-Di-tert-butyl-4-hydroxymethyl phenol	HMDB
3,5-Bis(1,1-dimethylethyl)-4-hydroxy-benzenemethanol	HMDB
3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzenemethanol	HMDB
3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzenemethanol, 9ci	HMDB
3,5-Di-t-butyl-4-hydroxybenzyl alcohol	HMDB
3,5-Di-tert-butyl-4-hydroxy-benzyl alcohol	HMDB
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol	HMDB
3,5-Di-tert-butyl-4-hydroxybenzyl alcohol, 8ci	HMDB
4-Hydroxymethyl-2,6-di-tert-butylphenol	HMDB
4-Hydroxymethyl-2,6-di-tertbutylphenol	HMDB
alpha-Hydroxy-2,6-di-tert-butyl-p-cresol	HMDB
Antioxidant 754	HMDB
Benzenemethanol, 4-hydroxy-3,5-di-tert.-butyl	HMDB
BHT Alcohol	HMDB
Butylated hydroxymethylphenol	HMDB
Di-tert-butyl-4-hydroxymethyl phenol	HMDB
Ionox 100	HMDB
Ionox 100 antioxidant	HMDB
4-HMDBP	HMDB
BHTBzOH	HMDB
2,6-Di-tert-butyl-4-hydroxymethylphenol	MeSH
3,5-Di-t-butyl-4-hidroxy-benzyl alcohol	HMDB
3,5-Di-tert-butyl-4-hydroxyphenylmethanol	HMDB
4-Hydroxy-3,5-di-tert-butylbenzyl alcohol	HMDB
BHT-OH	HMDB

Chemical Formula

C₁₅H₂₄O₂

Average Mass

236.3499 Da

Monoisotopic Mass

236.17763 Da

IUPAC Name

2,6-di-tert-butyl-4-(hydroxymethyl)phenol

Traditional Name

2,6-di-tert-butyl-4-(hydroxymethyl)phenol

CAS Registry Number

Not Available

SMILES

CC(C)(C)C1=CC(CO)=CC(=C1O)C(C)(C)C

InChI Identifier

InChI=1S/C15H24O2/c1-14(2,3)11-7-10(9-16)8-12(13(11)17)15(4,5)6/h7-8,16-17H,9H2,1-6H3

InChI Key

HNURKXXMYARGAY-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
Benzyl alcohol
Phenol
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
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	ALOGPS
logP	3.99	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.73	ChemAxon
pKa (Strongest Basic)	-2.8	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	3	ChemAxon
Refractivity	72.19 m³·mol⁻¹	ChemAxon
Polarizability	28.31 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

HMDB0032048

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008752

KNApSAcK ID

Not Available

Chemspider ID

6663

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6929

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-4-hydroxymethylphenol (NP0336808)

MOL for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

3D MOL for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

3D SDF for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

3D-SDF for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

PDB for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

3D PDB for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

SMILES for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

INCHI for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

Structure for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)

3D Structure for NP0336808 (2,6-Di-tert-butyl-4-hydroxymethylphenol)