2,6-Di-tert-butyl-phenol

ID: ALA281071

Cas Number: 19126-15-9

PubChem CID: 31405

Product Number: S41835, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H22O

Molecular Weight: 206.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cccc(C(C)(C)C)c1O

Standard InChI:  InChI=1S/C14H22O/c1-13(2,3)10-8-7-9-11(12(10)15)14(4,5)6/h7-9,15H,1-6H3

Standard InChI Key:  DKCPKDPYUFEZCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    8.7628    0.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5900    0.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9802    1.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5441    2.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7137    2.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3278    1.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5034    1.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3738   -0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9564   -0.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0928   -0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523    0.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2752    2.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8557    3.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5697    2.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9838    3.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  1  8  1  0
  8  9  1  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
  8 11  1  0
  5  6  2  0
  5 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 12 14  1  0
  6  7  1  0
 12 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA281071

   2,6-DI-Tert-butylphenol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 206.33

Molecular Weight (Monoisotopic): 206.1671

AlogP: 3.99

#Rotatable Bonds: ┄

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.26

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.68

Np Likeness Score: -0.03

References

1. James R, Glen JB..  (1980)  Synthesis, biological evaluation, and preliminary structure-activity considerations of a series of alkylphenols as intravenous anesthetic agents.,  23  (12): [PMID:7452689] [10.1021/jm00186a013]

2. Krasowski MD, Hong X, Hopfinger AJ, Harrison NL..  (2002)  4D-QSAR analysis of a set of propofol analogues: mapping binding sites for an anesthetic phenol on the GABA(A) receptor.,  45  (15): [PMID:12109905] [10.1021/jm010461a]

3. Selassie CD, Kapur S, Verma RP, Rosario M..  (2005)  Cellular apoptosis and cytotoxicity of phenolic compounds: a quantitative structure-activity relationship study.,  48  (23): [PMID:16279782] [10.1021/jm050567w]

4. Sentürk M, Gülçin I, Daştan A, Küfrevioğlu OI, Supuran CT..  (2009)  Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols.,  17  (8): [PMID:19231207] [10.1016/j.bmc.2009.01.067]

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. Cioffi CL..  (2018)  Modulation of Glycine-Mediated Spinal Neurotransmission for the Treatment of Chronic Pain.,  61  (7): [PMID:28876062] [10.1021/acs.jmedchem.7b00956]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays