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Drug Details

General Information of the Drug (ID: DR7446)
Name
Hydroquinone
Synonyms
hydroquinone; 1,4-benzenediol; Benzene-1,4-diol; 123-31-9; Quinol; 1,4-Dihydroxybenzene; p-Benzenediol; p-Hydroquinone; p-Hydroxyphenol; p-Dihydroxybenzene; 4-Hydroxyphenol; Benzoquinol; Eldoquin; hydroquinol; Eldopaque; Phiaquin; p-Dioxybenzene; Benzohydroquinone; Dihydroquinone; Hydroquinole; Idrochinone; Tecquinol; Dihydroxybenzene; Solaquin forte; Arctuvin; Hidroquinone; Tequinol; Derma-Blanch; Tenox HQ; Hydrochinon; Hydrochinone; Artra; Eldopaque Forte; Eldoquin Forte; Diak 5; Benzene, p-dihydroxy-; 1,4-Dihydroxy-benzol; Usaf ek-356; 1,4-Diidrobenzene; p-Dioxobenzene; 1,4-Dihydroxybenzen; para-Dioxybenzene; para-Hydroquinone; Pyrogentistic acid; 1,4-Dihydroxy-benzeen; NCI-C55834; HE 5; para-Dihydroxybenzene; Black and White Bleaching Cream; Melanex; Idrochinone [Italian]; Hydrochinon [Czech, Polish]; 1,4-Dihydroxybenzen [Czech]; 1,4-Diidrobenzene [Italian]; Benzosemiquinone; 1,4-Dihydroxy-benzeen [Dutch]; 1,4-Dihydroxy-benzol [German]; UNII-XV74C1N1AE; NSC 9247; MFCD00002339; UN2662; Hydroquinone [USP]; CHEBI:17594; AI3-00072; 4-DIHYDROXYBENZENE; HQ; CHEMBL537; XV74C1N1AE; DTXSID7020716; NSC-9247; Hydroquinone [UN2662] [Poison]; Hydroquinone (USP); Hydroquinone, 99%; NCGC00015523-02; beta-quinol; Hydroquinone, 99.5%; DSSTox_CID_716; DSSTox_RID_75754; DSSTox_GSID_20716; Eldopacque; Hydroquinone (Benzene-1,4-diol); Epiquin; Sunvanish; p Benzendiol; p-Dihydroquinone; alpha-hydroquinone; para-Hydroxyphenol; CAS-123-31-9; SMR000059154; CCRIS 714; 1,4-Hydroxybenzene; HSDB 577; SR-01000075920; EINECS 204-617-8; hydroquinon; Hydroquinoue; hydroq uinone; hydroquinone gr; a-Hydroquinone; Black & White Bleaching Cream; p-Hydroxybenzene; b-Quinol; 4-Benzenediol; Hydroquinone, HQ; .beta.-Quinol; 1,4 benzenediol; Hydroquinone,(S); p-dihydroxy benzene; HQE; Hydroquinone polymer; PLQ; Artra (Salt/Mix); 1, 4-Benzenediol; HYDROP; .alpha.-Hydroquinone; phenol derivative, 4; PubChem9139; 4-hydroxyphenyl alcohol; Spectrum_001757; 4e3h; ACMC-209aok; SpecPlus_000769; 1,4-Dihydrobenzoquinone; ELDOQUIN (TN); hydroquinone for synthesis; Spectrum2_001672; Spectrum3_000656; Spectrum4_000633; Spectrum5_001430; Lopac-H-9003; 1,2 BENZOLDIOL; WLN: QR DQ; bmse000293; Epitope ID:116206; EC 204-617-8; Lopac0_000577; SCHEMBL15516; BSPBio_002291; KBioGR_001246; KBioSS_002237; 1,4-Dihydroxybenzene, XIII; Hydroquinone-1,4-Benzenediol; MLS000069815; MLS001074911; BIDD:ER0340; DivK1c_006865; Hydroquinone, LR, >=99%; SPECTRUM1504237; Hydrochinon(CZECH, POLISH); SPBio_001883; BDBM26190; Hydroquinone, puriss., 99.0%; KBio1_001809; KBio2_002237; KBio2_004805; KBio2_007373; KBio3_001511; NSC9247; Benzene-1,4-diol (Hydroquinone); HMS1922H15; HMS2093E08; HMS3261D16; LABOTEST-BB LTBB001931; Pharmakon1600-01504237; HY-B0951; ZINC5133378; Tox21_110169; Tox21_202345; Tox21_300015; Tox21_500577; ANW-18114; BBL011606; CCG-39082; NSC758707; s4580; SBB060421; STK397446; AKOS000119003; Tox21_110169_1; AM10548; AS00174; DB09526; LP00577; MCULE-3953269041; NE10177; NSC-758707; SDCCGSBI-0050559.P003; UN 2662; Hydroquinone, ReagentPlus(R), >=99%; Hydroquinone, USP, 99.0-100.5%; NCGC00015523-01; NCGC00015523-03; NCGC00015523-04; NCGC00015523-05; NCGC00015523-06; NCGC00015523-07; NCGC00015523-08; NCGC00015523-09; NCGC00015523-10; NCGC00015523-11; NCGC00015523-12; NCGC00015523-13; NCGC00015523-19; NCGC00090880-01; NCGC00090880-02; NCGC00090880-03; NCGC00090880-04; NCGC00090880-05; NCGC00254037-01; NCGC00259894-01; NCGC00261262-01; BP-21160; DA-33570; Hydroquinone, ReagentPlus(R), >=99.5%; SBI-0050559.P002; Hydroquinone, SAJ first grade, >=99.0%; EU-0100577; FT-0606877; Hydroquinone, SAJ special grade, >=99.0%; ST50214344; Hydroquinone, meets USP testing specifications; C00530; D00073; H 9003; 19538-EP2272837A1; 19538-EP2284165A1; 19538-EP2302015A1; 19538-EP2305825A1; 19538-EP2309584A1; 19538-EP2311804A2; 19538-EP2314576A1; 19538-EP2314579A1; 19538-EP2314584A1; 19538-EP2315303A1; 19538-EP2371803A1; 19538-EP2377843A1; 97871-EP2305685A1; AB00053361_08; 122680-EP2295053A1; Q419164; J-004910; J-521469; SR-01000075920-1; SR-01000075920-4; Q27102742; Z57127551; 094CADDB-59BF-4EDF-B278-59791B203EA2; F1908-0167; Hydroquinone, certified reference material, TraceCERT(R); Hydroquinone, United States Pharmacopeia (USP) Reference Standard; Hydroquinone, Pharmaceutical Secondary Standard; Certified Reference Material
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Molecular Type
Small molecule
Disease Acquired hypermelanosis [ICD-11: ED60] Approved [1]
Structure
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2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C6H6O2
PubChem CID
785
Canonical SMILES
C1=CC(=CC=C1O)O
InChI
1S/C6H6O2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H
InChIKey
QIGBRXMKCJKVMJ-UHFFFAOYSA-N
CAS Number
CAS 123-31-9
ChEBI ID
CHEBI:17594
TTD Drug ID
D03UOT
DrugBank ID
DB09526
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Tretinoin      Homo sapiens     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Clinical trial
                    Experimental
                    Result(s)
Combination therapy with hydroquinone, tretinoin, and fluocinolone is the most cost-effective treatment when compared with any of its dyads or with hydroquinone alone.
Target and Pathway
Target(s) Glycoprotein IIb/IIIa receptor (GPIIb/IIIa)  Molecule Info  [3]
Tyrosinase (TYR)  Molecule Info  [4]
BioCyc (S)-reticuline biosynthesis Click to Show/Hide
2 Eumelanin biosynthesis
3 L-dopachrome biosynthesis
KEGG Pathway Tyrosine metabolism Click to Show/Hide
2 Riboflavin metabolism
3 Metabolic pathways
4 Melanogenesis
Pathwhiz Pathway Riboflavin Metabolism Click to Show/Hide
2 Tyrosine Metabolism
Reactome Platelet degranulation Click to Show/Hide
2 Elastic fibre formation
3 PECAM1 interactions
4 Molecules associated with elastic fibres
5 Integrin cell surface interactions
6 Syndecan interactions
7 ECM proteoglycans
8 Integrin alphaIIb beta3 signaling
9 GRB2:SOS provides linkage to MAPK signaling for Integrins
10 p130Cas linkage to MAPK signaling for integrins
11 VEGFA-VEGFR2 Pathway
12 MAP2K and MAPK activation
WikiPathways Focal Adhesion Click to Show/Hide
2 Hematopoietic Stem Cell Differentiation
3 Human Complement System
4 Extracellular matrix organization
5 Arrhythmogenic Right Ventricular Cardiomyopathy
6 Integrin-mediated Cell Adhesion
7 L1CAM interactions
8 Integrin cell surface interactions
9 Integrin alphaIIb beta3 signaling
10 Dopamine metabolism
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Reference 2 Cost-effectiveness of a hydroquinone/tretinoin/fluocinolone acetonide cream combination in treating melasma in the United States. J Dermatolog Treat. 2010 Sep;21(5):276-81.
Reference 3 Accutin, a new disintegrin, inhibits angiogenesis in vitro and in vivo by acting as integrin alphavbeta3 antagonist and inducing apoptosis. Blood. 1998 Nov 1;92(9):3268-76.
Reference 4 Identification of an Alkylhydroquinone from Rhus succedanea as an Inhibitor of Tyrosinase and Melanogenesis. J Agric Food Chem. 2009 Mar 25;57(6):2200-5.
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Correspondence

X. N. Sun, Y. T. Zhang, Y. Zhou, X. C. Lian, L. L. Yan, T. Pan, T. Jin, H. Xie, Z. M. Liang, W. Q. Qiu, J. X. Wang, Z. R. Li, F. Zhu*, X. B. Sui*. NPCDR: natural product-based drug combination and its disease-specific molecular regulation. Nucleic Acids Research. 50(D1): 1324-1333 (2020). PMID: 34664659

Prof. Feng ZHU  (zhufeng@zju.edu.cn)

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China


Prof. Xinbing SUI  (hzzju@hznu.edu.cn)

School of Pharmacy and Department of Medical Oncology, the Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou, China