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Compound Detail

CHEMBL146

BUTYLATED HYDROXYTOLUENE
🧪 Phase II
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🧪 Phase II
Cc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL146
Name BUTYLATED HYDROXYTOLUENE
Phase Phase II
Structure Type MOL
InChI Key NLZUEZXRPGMBCV-UHFFFAOYSA-N

Known Names

2,6-di-tert-butyl-p-cresol 2,6-ditertiary-butyl-p-cresol Bht Butylated hydroxytoluene Butylated hydroxytoluene (e 321) Butylhydroxytoluene Butylhydroxytoluenum E-321 E321 FEMA NO. 2184 INS NO.321 INS-321 +2 more
11
Targets
91
Activities
3
Assay Types
2
PK Parameters
20
Publications
14
Known Names
3
Indications

Molecular Properties

220.4
MW (Da)
4.30
ALogP
1
HBA
1
HBD
20.2
PSA (Ų)
0.69
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C15H24O
MW 220.36
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.07

Indications

Multiple Sclerosis, Relapsing-Remitting Asthma Multiple Sclerosis

Activity Summary

IC50 83 meas. best 7.4
EC50 6 meas. best 5.42
Ki 2 meas. best 6.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Radical scavenging activity
CHEMBL613712
 IC50 7.4 4.7758 40.0 19
Tyrosinase
CHEMBL1973
 IC50 6.92 6.92 120.0 1
Carbonic anhydrase 2
CHEMBL205
 Ki 6.2 6.2 630.0 1
Rattus norvegicus
CHEMBL376
 IC50 6.05 5.238 900.0 10
Brain
CHEMBL613617
 IC50 5.92 5.19 1200.0 4
No relevant target
CHEMBL2362975
 IC50 5.63 4.608 2340.0 15
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.52 4.8394 3000.0 16
HL-60
CHEMBL383
 IC50 5.5 5.5 3180.0 1
No relevant target
CHEMBL2362975
 EC50 5.42 4.8933 3800.0 3
Rattus norvegicus
CHEMBL376
 EC50 5.22 5.22 6000.0 1
Unchecked
CHEMBL612545
 IC50 5.16 5.16 6900.0 1
Liver microsomes
CHEMBL613694
 IC50 4.6 4.6 25000.0 1
Radical scavenging activity
CHEMBL613712
 EC50 4.06 4.06 87500.0 1
L1210
CHEMBL386
 IC50 4.04 4.04 91200.0 1

Pharmacokinetic Data

Parameter Value Units Species
t1/2 - - -
T1/2 0.3445 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Radical scavenging activity IC50 = 40.0 nM 7.4 Antioxidant activity assessed as DPPH free radical scavenging activity after 30 ... 16124783
Tyrosinase IC50 = 120.0 nM 6.92 Inhibition of tyrosinase (unknown origin) 38830427
Carbonic anhydrase 2 Ki = 630.0 nM 6.2 Inhibition of human erythrocyte CA2 esterase activity using 4-nitrophenyl acetat... 19231207
Rattus norvegicus IC50 = 900.0 nM 6.05 Compound was tested for [Ca2+] overload inhibitory activity in the veratridine-i... 10447958
Brain IC50 = 1200.0 nM 5.92 Antioxidant activity in Wistar rat brain homogenate assessed as inhibition of Fe... 31063376
Rattus norvegicus IC50 = 1700.0 nM 5.77 Tested for inhibition of ferrous salt/ascorbate induced lipidic peroxidation of ... 15546710
Radical scavenging activity IC50 = 1700.0 nM 5.77 Antioxidant activity assessed as inhibition of TBARS production in ferrous salt/... 16686532
No relevant target IC50 = 2340.0 nM 5.63 Antioxidant activity assessed as inhibition of beta carotene/ linoleic acid pero... 27592396
No relevant target IC50 = 2910.0 nM 5.54 Antioxidant activity assessed as ABTS radical scavenging activity by spectrophot... 27592396
NON-PROTEIN TARGET IC50 = 3000.0 nM 5.52 Antioxidant activity assessed as inhibition of copper-induced human LDL oxidatio... 8691205
HL-60 IC50 = 3180.0 nM 5.5 Induction of DNA fragmentation in human HL60 cells after 16 hrs 16279782
Rattus norvegicus IC50 = 3200.0 nM 5.5 Inhibition of NADH-induced lipid peroxidation in rat brain microsome 18183943
Radical scavenging activity IC50 = 3250.0 nM 5.49 Inhibition of ferrous induced lipid peroxidation in rat brain microsomes 16380258
Rattus norvegicus IC50 = 3250.0 nM 5.49 Ability to inhibit [Fe2+] induced lipid peroxidation (LPO) in rat brain microsom... 15203170
No relevant target EC50 = 3800.0 nM 5.42 Antioxidant activity assessed as DPPH free radical scavenging after 10 mins by U... 30108923
Brain IC50 = 4030.0 nM 5.39 Inhibition of lipid peroxidation in Sprague-Dawley rat brain after 30 mins by TB... 18249541
Rattus norvegicus IC50 = 4030.0 nM 5.39 Compound was tested for its inhibitory concentration against formation of lipid ... 12182869
Radical scavenging activity IC50 = 4500.0 nM 5.35 Antioxidant activity assessed as DPPH radical scavenging activity 24387661
Radical scavenging activity IC50 = 4500.0 nM 5.35 Antioxidant activity assessed as DPPH free radical scavenging activity by spectr... 23691929
Rattus norvegicus IC50 = 5900.0 nM 5.23 Compound was tested for its inhibitory activity against lipid peroxidation in ra... 12392736

Literature References

PubMed DOI Target Context # Activities
1676757 10.1021/jm00111a014 Mus musculus 13
28434766 10.1016/j.bmcl.2017.04.044 No relevant target 12
21843909 10.1016/j.ejmech.2011.07.041 NON-PROTEIN TARGET 12
30015075 10.1016/j.ejmech.2018.07.007 No relevant target 7
25625705 10.1021/np5007873 No relevant target 7
10869193 10.1021/np9906121 No relevant target 6
12880316 10.1021/np030082f Radical scavenging activity 6
22877623 10.1016/j.ejmech.2012.07.002 Unchecked 6
10354396 10.1021/jm980441h Liposome 5
16325403 10.1016/j.bmcl.2005.11.035 Radical scavenging activity 5
12880316 10.1021/np030082f NON-PROTEIN TARGET 5
12444684 10.1021/np020128p Radical scavenging activity 5
30108923 10.1039/C7MD00537G No relevant target 5
21071222 10.1016/j.bmcl.2010.10.075 NON-PROTEIN TARGET 5
24387661 10.1021/np400360h NON-PROTEIN TARGET 5
32871343 10.1016/j.ejmech.2020.112741 Molecular identity unknown 5
1676756 10.1021/jm00111a013 Mus musculus 4
19683932 10.1016/j.bmc.2009.07.077 NON-PROTEIN TARGET 4
22652051 10.1016/j.bmcl.2012.05.017 Radical scavenging activity 4
23206864 10.1016/j.bmcl.2012.11.006 NON-PROTEIN TARGET 4

Data from ChEMBL 36 via Core Engine