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Compound Detail

CHEMBL537

HYDROQUINONE
💊 Approved Drug
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💊 Approved Drug

Basic Information

ChEMBL ID CHEMBL537
Name HYDROQUINONE
Phase Approved
Structure Type MOL
InChI Key QIGBRXMKCJKVMJ-UHFFFAOYSA-N

Known Names

Black and white bleaching cream CHEBI:17594 CHEMBL537 Eldopaque forte Eldoquin forte Hydroquinone Hydroquinone component of tri-luma NCI-C55834 NSC-9247 Solaquin forte
23
Targets
51
Activities
3
Assay Types
0
PK Parameters
20
Publications
10
Known Names
3
Indications

Molecular Properties

110.1
MW (Da)
1.10
ALogP
2
HBA
2
HBD
40.5
PSA (Ų)
0.49
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2002
Availability Prescription
Chirality Achiral

Routes of Administration

Topical

Flags

Natural Product

Extended Properties

Molecular Formula C6H6O2
MW 110.11
Aromatic Rings 1
Heavy Atoms 8
NP-Likeness 0.59

Indications

Hyperpigmentation Lentigo Melanosis

ATC Classification

D11AX11
hydroquinone
Level 1: DERMATOLOGICALS
Level 2: OTHER DERMATOLOGICAL PREPARATIONS

Activity Summary

IC50 32 meas. best 6.0
Ki 18 meas. best 8.91
EC50 1 meas. best 4.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL4078
Ki 8.91 8.91 1.2 1
Carbonic anhydrase 2
CHEMBL205
Ki 7.05 7.05 90.0 2
Unchecked
CHEMBL612545
IC50 6.0 5.2275 1005.6 4
Mushroom tyrosinase
CHEMBL6066154
IC50 5.96 5.96 1100.0 2
Melan-a
CHEMBL4296474
IC50 5.4 5.4 3970.0 1
Molecular identity unknown
CHEMBL612546
IC50 5.38 5.38 4210.0 1
Carbonic anhydrase
CHEMBL1795125
Ki 5.23 5.23 5930.0 1
Unchecked
CHEMBL612545
Ki 5.2 5.2 6300.0 1
Carbonic anhydrase 12
CHEMBL3242
Ki 5.11 5.11 7800.0 1
Carbonic anhydrase 3
CHEMBL2885
Ki 5.09 5.09 8200.0 1
Tyrosinase
CHEMBL3318
IC50 5.01 4.7083 9810.0 6
Carbonic anhydrase 4
CHEMBL3729
Ki 4.97 4.97 10800.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 4.97 4.97 10700.0 2
Carbonic anhydrase 15
CHEMBL5973
Ki 4.97 4.97 10600.0 1
Plasmodium falciparum
CHEMBL364
IC50 4.9 4.9 12589.2 5
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
Ki 4.9 4.9 12500.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
Ki 4.85 4.85 14100.0 1
ADMET
CHEMBL612558
IC50 4.82 4.82 15000.0 1
Tyrosinase
CHEMBL1973
IC50 4.82 4.82 15000.0 1
Trypanosoma cruzi
CHEMBL368
IC50 4.71 4.71 19460.0 1
Carbonic anhydrase 9
CHEMBL3594
Ki 4.49 4.49 32500.0 1
Carbonic anhydrase 14
CHEMBL3510
Ki 4.38 4.38 42000.0 1
U-251
CHEMBL615022
EC50 4.24 4.24 57000.0 1
Carbonic anhydrase 13
CHEMBL2186
Ki 4.13 4.13 74300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholinesterase Ki = 1.22 nM 8.91 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 27068142
Carbonic anhydrase 2 Ki = 90.0 nM 7.05 Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydrase assay 18501600
Carbonic anhydrase 2 Ki = 90.0 nM 7.05 Inhibition of human carbonic anhydrase 2 by stopped-flow CO2 hydration assay 18579385
Unchecked IC50 = 1005.6 nM 6.0 PubChem BioAssay. GLP1 secretion from STC-1 cells-IC50. (Class of assay: confi... -
Mushroom tyrosinase IC50 = 1100.0 nM 5.96 Inhibition of mushroom tyrosinase 34628235
Mushroom tyrosinase IC50 = 1100.0 nM 5.96 Inhibition of mushroom tyrosinase using L-DOPA and L-tyrosine as substrate by sp... 32787103
Unchecked IC50 = 2200.0 nM 5.66 Inhibition of melanin synthesis in NHEM cells assessed as [14C]thiouracil incorp... 19132934
Melan-a IC50 = 3970.0 nM 5.4 Inhibition of melanin formation in C57BL/6J mouse Melan-a cells 19181523
Molecular identity unknown IC50 = 4210.0 nM 5.38 Depigmentation activity in mouse Melan-a cells after 4 days by spectrophotometry 22579419
Carbonic anhydrase Ki = 5930.0 nM 5.23 Inhibition of Dicentrarchus labrax CA using 4-nitrophenylacetate substrate by es... 21669522
Unchecked Ki = 6300.0 nM 5.2 Inhibition of Malassezia globosa recombinant beta-carbonic anhydrase preincubate... 28343756
Unchecked IC50 = 7460.0 nM 5.13 PUBCHEM_BIOASSAY: A biochemical assay using the ADP-Hunter methodology, purified... -
Carbonic anhydrase 12 Ki = 7800.0 nM 5.11 Inhibition of human carbonic anhydrase 12 catalytic domain by stopped-flow CO2 h... 18579385
Carbonic anhydrase 3 Ki = 8200.0 nM 5.09 Inhibition of human carbonic anhydrase 3 by stopped-flow CO2 hydration assay 18579385
Tyrosinase IC50 = 9810.0 nM 5.01 Inhibition of mushroom tyrosinase activity after 20 mins 19181523
Tyrosinase IC50 = 10020.0 nM 5.0 Inhibition of mushroom tyrosinase using L-tyrosine as substrate after 20 mins by... 22579419
Carbonic anhydrase 4 Ki = 10800.0 nM 4.97 Inhibition of human carbonic anhydrase 4 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 1 Ki = 10700.0 nM 4.97 Inhibition of human carbonic anhydrase 1 by stopped-flow CO2 hydration assay 18579385
Carbonic anhydrase 1 Ki = 10700.0 nM 4.97 Inhibition of human carbonic anhydrase 1 by stopped-flow CO2 hydrase assay 18501600
Carbonic anhydrase 15 Ki = 10600.0 nM 4.97 Inhibition of mouse recombinant carbonic anhydrase 15 by stopped-flow CO2 hydras... 18501600

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
29042224 10.1016/j.bmc.2017.09.021 Danio rerio 85
29042224 10.1016/j.bmc.2017.09.021 Melanocyte 9
26986086 10.1016/j.ejmech.2016.03.008 Unchecked 8
18093697 10.1016/j.ejmech.2007.11.001 Porphyromonas gingivalis 8
3599019 10.1021/jm00390a002 No relevant target 6
17418579 10.1016/j.bmc.2007.03.040 ADMET 5
19734910 10.1038/nchembio.215 Plasmodium falciparum 5
29042224 10.1016/j.bmc.2017.09.021 Neutrophil 4
28343756 10.1016/j.bmc.2017.03.026 Unchecked 3
9214736 10.1021/np970013z Trichophyton mentagrophytes 3
27480027 10.1016/j.bmc.2016.07.048 Tyrosinase 3
26684849 10.1016/j.bmcl.2015.09.059 No relevant target 3
20014752 10.1021/tx900326k Hepatotoxicity 3
30568753 10.1039/C8MD00436F Unchecked 3
9214736 10.1021/np970013z Pseudomonas aeruginosa 3
22300888 10.1016/j.bmc.2012.01.021 Unchecked 3
9214736 10.1021/np970013z ADMET 3
9214736 10.1021/np970013z Escherichia coli 3
9214736 10.1021/np970013z Bacillus subtilis 3

Data from ChEMBL 36 via Core Engine