Compounds > 5,7,2'-trihydroxyflavone
Page last updated: 2024-08-01 16:24:46

5,7,2'-trihydroxyflavone

Description

5,7,2'-trihydroxyflavone: has inhibitory effects on the EBV-EA activation & on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test; from Scutellaria baicalensis; structure given in first source [MeSH]

5,7,2'-Trihydroxyflavone : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID5322064
CHEMBL ID242385
SCHEMBL ID3708991
CHEBI ID196248
MeSH IDM0202521

Synonyms (24)

Synonym
tnp00057
NCGC00017193-01
NCGC00142442-01
CHEMBL242385 ,
5,7,2''-trihydroxyflavone
bdbm50312646
5,7-dihydroxy-2-(2-hydroxyphenyl)-4h-chromen-4-one
5,7,2'-trihydroxyflavone
LMPK12110125
CHEBI:196248
5,7-dihydroxy-2-(2-hydroxyphenyl)chromen-4-one
73046-40-9
NCGC00017193-02
FT-0641442
5,7-dihydroxy-2-(2-hydroxyphenyl)-4h-1-benzopyran-4-one
4h-1-benzopyran-4-one, 5,7-dihydroxy-2-(2-hydroxyphenyl)-
BP-10213
SCHEMBL3708991
MB00514
DTXSID10223324
AKOS024282397
OFYPDAKTVZXXPC-UHFFFAOYSA-N
2'-hydroxychrysin
mfcd00064915

Drug Classes (1)

ClassDescription
flavonesA member of the class of flavonoid with a 2-aryl-1-benzopyran-4-one (2-arylchromen-4-one) skeleton and its substituted derivatives.

Protein Targets (28)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency25.4957AID686978; AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency17.7828AID1460
cytochrome P450 2D6 isoform 1Homo sapiens (human)Potency25.1189AID891
cellular tumor antigen p53 isoform aHomo sapiens (human)Potency12.5893AID902; AID924
cytochrome P450 2C19 precursorHomo sapiens (human)Potency3.9811AID899
cytochrome P450 2C9 precursorHomo sapiens (human)Potency5.0119AID883
mitogen-activated protein kinase 1Homo sapiens (human)Potency39.8107AID995
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency3.9811AID884; AID885
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency3.9811AID885
Integrin beta-3Homo sapiens (human)Potency12.5893AID924
Integrin alpha-IIbHomo sapiens (human)Potency12.5893AID924
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency3.9811AID885
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency5.0119AID883
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency3.9811AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency3.9811AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency3.9811AID885

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Sialidase-2Homo sapiens (human)IC5070.0000AID466938

Bioassays (8)

Assay IDTitleYearJournalArticle
AID293298Antioxidant activity assessed as inhibition of superoxide production by xanthine/xanthine oxidase method2007Bioorganic & medicinal chemistry, Feb-15, Volume: 15, Issue:4
ISSN: 0968-0896		Improved quantitative structure-activity relationship models to predict antioxidant activity of flavonoids in chemical, enzymatic, and cellular systems.
AID349305Binding affinity to GABAA receptor2008European journal of medicinal chemistry, Aug, Volume: 43, Issue:8
ISSN: 0223-5234		QSAR modeling of the interaction of flavonoids with GABA(A) receptor.
AID466939Selectivity for Trypanosoma cruzi trans-sialidase mutant over human Neu22010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
ISSN: 1464-3391		Potent inhibitor scaffold against Trypanosoma cruzi trans-sialidase.
AID466938Inhibition of human Neu2 assessed as MuNANA substrate hydrolysis in presence of 0.1% Triton X-100 by discontinuous fluorimetric assay2010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
ISSN: 1464-3391		Potent inhibitor scaffold against Trypanosoma cruzi trans-sialidase.
AID293299Antioxidant activity in BALB/c mouse BM cells assessed as inhibition of ROS production2007Bioorganic & medicinal chemistry, Feb-15, Volume: 15, Issue:4
ISSN: 0968-0896		Improved quantitative structure-activity relationship models to predict antioxidant activity of flavonoids in chemical, enzymatic, and cellular systems.
AID293297Antioxidant activity assessed as DPPH radical scavenging activity after 20 min2007Bioorganic & medicinal chemistry, Feb-15, Volume: 15, Issue:4
ISSN: 0968-0896		Improved quantitative structure-activity relationship models to predict antioxidant activity of flavonoids in chemical, enzymatic, and cellular systems.
AID466937Inhibition of Trypanosoma cruzi trans-sialidase containing catalytic domain (N58F, R200K) and lectin-like domain (S495 K, V496G, E520K, D593G, I597D, H599R) mutation expressed in Escherichia coli JM109 assessed as MuNANA substrate hydrolysis in presence o2010Bioorganic & medicinal chemistry, Feb-15, Volume: 18, Issue:4
ISSN: 1464-3391		Potent inhibitor scaffold against Trypanosoma cruzi trans-sialidase.
AID1705065Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chlorobenzyl)piperidine-1-carbonyl)-2-((13,35-dioxo-39-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazole-4-yl)-3,6,9,16,19,22,25,28,31-nonaoxa-12,34-diazanonatriacontyl)oxy)benzoi2020European journal of medicinal chemistry, Dec-15, Volume: 208ISSN: 1768-3254Unraveling the anti-influenza effect of flavonoids: Experimental validation of luteolin and its congeners as potent influenza endonuclease inhibitors.

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (20.00)18.2507
2000's2 (40.00)29.6817
2010's1 (20.00)24.3611
2020's1 (20.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
flavoxate
0
carboxylic ester;
flavones;
piperidines;
tertiary amino compound		antispasmodic drug;
muscarinic antagonist;
parasympatholytic		00low000000
flavone
0
flavonesmetabolite;
nematicide		00low000000
5-hydroxyflavone
0
flavones00low000000
flavodic acid
0
flavones00low000000
3-methylflavone-8-carboxylic acid
0
flavones;
oxo monocarboxylic acid		EC 3.1.4.* (phosphoric diester hydrolase) inhibitor00low000000
4'-amino-6-hydroxyflavone
0
flavones00low000000
2'-hydroxyflavone
0
flavones00low000000
2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-1-benzopyran-4-one
0
flavones00low000000
2-[(4-oxo-2-phenyl-1-benzopyran-3-yl)oxy]acetic acid
0
flavones00low000000
cochliophilin a
0
flavones00low000000
2-[[5-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]-4-oxo-2-phenyl-1-benzopyran-7-yl]oxy]acetic acid tert-butyl ester
0
flavones;
tert-butyl ester		00low000000
Isolicoflavonol
0
flavones00low000000
Licoflavone A
0
flavones00low000000
3',4',7-trihydroxyflavone
0
flavones00low000000
morusinol
0
flavones00low000000
Norartocarpetin
0
flavones00low000000
Licoflavone B
0
flavones00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
danthron
1
dihydroxyanthraquinoneapoptosis inducer;
plant metabolite		2010201014.0low000100
emodin
1
trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor		2010201014.0low000100
gossypol
1
202020204.0low000010
lapachol
1
202020204.0low000010
nalidixic acid
1
1,8-naphthyridine derivative;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
DNA synthesis inhibitor		202020204.0low000010
phloretin
1
dihydrochalconesantineoplastic agent;
plant metabolite		2007200717.0low000100
apomorphine
1
aporphine alkaloidalpha-adrenergic drug;
antidyskinesia agent;
antiparkinson drug;
dopamine agonist;
emetic;
serotonergic drug		2007200717.0low000100
catechin
2
catechinantioxidant;
plant metabolite		2007202010.5low000110
rhein
1
dihydroxyanthraquinone2010201014.0low000100
flavone
1
flavonesmetabolite;
nematicide		2008200816.0low000100
silybin
1
aromatic ether;
benzodioxine;
flavonolignan;
polyphenol;
secondary alpha-hydroxy ketone		antineoplastic agent;
antioxidant;
hepatoprotective agent;
plant metabolite		202020204.0low000010
fenoldopam mesylate
1
benzazepine202020204.0medium000010
epigallocatechin gallate
1
flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite		202020204.0low000010
9,10-anthraquinone 2-carboxylic acid
1
2010201014.0low000100
5-hydroxyflavone
1
flavones2010201014.0low000100
epicatechin
1
catechin;
polyphenol		antioxidant202020204.0low000010
gallocatechol
1
catechin;
flavan-3,3',4',5,5',7-hexol		antioxidant;
food component;
plant metabolite		202020204.0low000010
6-hydroxyflavone
1
hydroxyflavonoid2008200816.0low000100
hesperetin
1
3'-hydroxyflavanones;
4'-methoxyflavanones;
monomethoxyflavanone;
trihydroxyflavanone		antineoplastic agent;
antioxidant;
plant metabolite		2007200717.0low000100
narciclasine
1
phenanthridinesmetabolite202020204.0low000010
(-)-catechin
2
catechinmetabolite201020209.0medium000110
sakuranetin
1
(2S)-flavan-4-one;
4'-hydroxyflavanones;
dihydroxyflavanone;
flavonoid phytoalexin;
monomethoxyflavanone		antimycobacterial drug;
plant metabolite		2010201014.0low000100
3,5,7,3',4'-pentamethoxyflavone
1
202020204.0low000010
homoorientin
1
flavone C-glycoside;
tetrahydroxyflavone		antineoplastic agent;
radical scavenger		202020204.0low000010
skullcapflavone ii
1
dihydroxyflavone;
tetramethoxyflavone		anti-asthmatic drug;
plant metabolite		2008200816.0low000100
3',6-dinitroflavone
1
2008200816.0medium000100
3',4'-dihydroxyflavone
1
202020204.0low000010
3,3',4'-trihydroxyflavone
1
hydroxyflavan2007200717.0low000100
2'-methoxyflavone
1
ether;
flavonoids		2008200816.0low000100
6-methoxyflavone
1
ether;
flavonoids		2008200816.0low000100
cirsiliol
1
dimethoxyflavone;
trihydroxyflavone		plant metabolite2008200816.0low000100
ampelopsin
1
dihydromyricetin;
secondary alpha-hydroxy ketone		antineoplastic agent;
antioxidant;
metabolite		202020204.0low000010
2'-hydroxyflavone
1
flavones2008200816.0medium000100
4'-hydroxyflavanone
1
4'-hydroxyflavanones;
monohydroxyflavanone		2007200717.0low000100
2'-hydroxyflavanone
1
2007200717.0low000100
cirsimaritin
1
dihydroxyflavone;
dimethoxyflavone		2008200816.0low000100
6-chloroflavone
1
2008200816.0low000100
naringenin
1
(2S)-flavan-4-one;
naringenin		expectorant;
plant metabolite		2007200717.0low000100
taxifolin
1
taxifolinmetabolite202020204.0low000010
eriodictyol
1
3'-hydroxyflavanones;
tetrahydroxyflavanone		202020204.0low000010
silychristin
1
1-benzofurans;
aromatic ether;
flavonolignan;
polyphenol;
secondary alpha-hydroxy ketone		lipoxygenase inhibitor;
metabolite;
prostaglandin antagonist;
radical scavenger		202020204.0low000010
resveratrol
1
resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger		2007200717.0low000100
gs 4071
1
acetate ester;
amino acid;
cyclohexenecarboxylic acid;
primary amino compound		antiviral drug;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
marine xenobiotic metabolite		202020204.0low000010
6-bromoflavone
1
2008200816.0low000100
5,7,3',4',5'-pentamethoxyflavone
1
202020204.0medium000010
3'-methoxyflavone
1
3'-methoxyflavonesplant metabolite2008200816.0high000100
7,8,3'-trihydroxyflavone
1
2007200717.0low000100
6-methylflavone
1
2008200816.0low000100
curcumin
1
aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger		202020204.0low000010
chlorogenic acid
1
cinnamate ester;
tannin		food component;
plant metabolite		202020204.0low000010
6-bromo-3'-nitroflavone
1
2008200816.0medium000100
quercetin
3
7-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger		2007202011.7low000210
biochanin a
1
4'-methoxyisoflavones;
7-hydroxyisoflavones		antineoplastic agent;
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor		2007200717.0low000100
vitexin
1
C-glycosyl compound;
trihydroxyflavone		antineoplastic agent;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
plant metabolite;
platelet aggregation inhibitor		202020204.0low000010
acacetin
2
dihydroxyflavone;
monomethoxyflavone		anticonvulsant;
plant metabolite		2007201015.5low000200
apigenin
4
trihydroxyflavoneantineoplastic agent;
metabolite		2007202012.8low000310
luteolin
3
3'-hydroxyflavonoid;
tetrahydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist		2007202011.7low000210
luteolin-7-glucoside
1
beta-D-glucoside;
glycosyloxyflavone;
monosaccharide derivative;
trihydroxyflavone		antioxidant;
plant metabolite		202020204.0low000010
quercetin 3-o-methyl ether
1
monomethoxyflavone;
tetrahydroxyflavone		antimicrobial agent;
metabolite		2007200717.0low000100
rutin
1
disaccharide derivative;
quercetin O-glucoside;
rutinoside;
tetrahydroxyflavone		antioxidant;
metabolite		2007200717.0low000100
kaempferol
4
7-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite		2007202012.8low000310
genistein
2
7-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor		201020209.0low000110
baicalein
3
trihydroxyflavoneangiogenesis inhibitor;
anti-inflammatory agent;
antibacterial agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
EC 4.1.1.17 (ornithine decarboxylase) inhibitor;
ferroptosis inhibitor;
geroprotector;
hormone antagonist;
plant metabolite;
prostaglandin antagonist;
radical scavenger		2007201015.7low000300
chrysin
3
7-hydroxyflavonol;
dihydroxyflavone		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
hepatoprotective agent;
plant metabolite		2007201015.7low000300
3,7,4'-trihydroxyflavone
1
hydroxyflavan2007200717.0low000100
diosmetin
1
3'-hydroxyflavonoid;
monomethoxyflavone;
trihydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
bone density conservation agent;
cardioprotective agent;
plant metabolite;
tropomyosin-related kinase B receptor agonist;
vasodilator agent		202020204.0low000010
diosmin
1
dihydroxyflavanone;
disaccharide derivative;
glycosyloxyflavone;
monomethoxyflavone;
rutinoside		anti-inflammatory agent;
antioxidant		2007200717.0low000100
fisetin
2
3'-hydroxyflavonoid;
7-hydroxyflavonol;
tetrahydroxyflavone		anti-inflammatory agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
metabolite;
plant metabolite		2007202010.5low000110
galangin
1
7-hydroxyflavonol;
trihydroxyflavone		antimicrobial agent;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
plant metabolite		2007200717.0low000100
genkwanin
1
dihydroxyflavone;
monomethoxyflavone		metabolite2010201014.0low000100
hispidulin
1
monomethoxyflavone;
trihydroxyflavone		anti-inflammatory agent;
anticonvulsant;
antineoplastic agent;
antioxidant;
apoptosis inducer;
plant metabolite		2008200816.0low000100
morin
1
7-hydroxyflavonol;
pentahydroxyflavone		angiogenesis modulating agent;
anti-inflammatory agent;
antibacterial agent;
antihypertensive agent;
antineoplastic agent;
antioxidant;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
hepatoprotective agent;
metabolite;
neuroprotective agent		202020204.0low000010
myricetin
3
7-hydroxyflavonol;
hexahydroxyflavone		antineoplastic agent;
antioxidant;
cyclooxygenase 1 inhibitor;
food component;
geroprotector;
hypoglycemic agent;
plant metabolite		2007202011.7low000210
myricitrin
1
alpha-L-rhamnoside;
glycosyloxyflavone;
monosaccharide derivative;
pentahydroxyflavone		anti-allergic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
plant metabolite		202020204.0low000010
orientin
1
3'-hydroxyflavonoid;
C-glycosyl compound;
tetrahydroxyflavone		antioxidant;
metabolite		202020204.0low000010
scutellarein
1
tetrahydroxyflavonemetabolite2010201014.0low000100
tricetin
2
pentahydroxyflavoneantineoplastic agent;
metabolite		201020209.0low000110
wogonin
1
dihydroxyflavone;
monomethoxyflavone		angiogenesis inhibitor;
antineoplastic agent;
cyclooxygenase 2 inhibitor;
plant metabolite		2008200816.0low000100
7-hydroxyflavone
1
hydroxyflavonoid2008200816.0low000100
tectochrysin
2
monohydroxyflavone;
monomethoxyflavone		antidiarrhoeal drug;
antineoplastic agent;
plant metabolite		2007200816.5low000200
4',7-dihydroxyflavone
1
dihydroxyflavonemetabolite2010201014.0low000100
rhoifolin
1
dihydroxyflavone;
glycosyloxyflavone;
neohesperidoside		metabolite2007200717.0low000100
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
1
dihydroxyflavone;
monomethoxyflavone		antineoplastic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor		2008200816.0low000100
thunberginol a
1
202020204.0low000010
5-hydroxy-3,3',4',7-tetramethoxyflavone
1
3'-methoxyflavones;
monohydroxyflavone;
tetramethoxyflavone		plant metabolite202020204.0low000010
guajavarin
1
202020204.0low000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Cancer of Skin0
1
1992199232.0high001000
Skin Neoplasms0
1
1992199232.0high001000