PCIDB

KNApSAcK Metabolite C00000968

Metabolite

KNApSAcK Entry

id C00000968
Name Hesperetin
CAS RN 520-33-2
Standard InChI InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
Standard InChI (Main Layer) InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3

Cluster

Phytochemical cluster No. 14
KCF-S cluster No. 25

Link

ChEMBL

By standard InChI CHEMBL399121
By standard InChI Main Layer CHEMBL88169 CHEMBL399121 CHEMBL1589200

KEGG

By LinkDB C01709

CTD

By CAS RN C013015

Human Protein / Gene in interaction

42 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL399121 CHEMBL1614110 (2) CHEMBL1741321 (1)
1 / 0
P14061 Estradiol 17-beta-dehydrogenase 1 Enzyme CHEMBL399121 CHEMBL957998 (1) CHEMBL957999 (1)
0 / 0
P04637 Cellular tumor antigen p53 Transcription Factor CHEMBL88169 CHEMBL399121 CHEMBL1613992 (1) CHEMBL1613995 (1)
7 / 44
Q16637 Survival motor neuron protein Unclassified protein CHEMBL88169 CHEMBL1613842 (1)
4 / 2
Q99700 Ataxin-2 Unclassified protein CHEMBL399121 CHEMBL2114784 (1)
1 / 1
P14618 Pyruvate kinase PKM Enzyme CHEMBL1589200 CHEMBL1613996 (1) CHEMBL1614428 (1)
0 / 0
Q03181 Peroxisome proliferator-activated receptor delta NR1C2 CHEMBL399121 CHEMBL2341203 (1) CHEMBL2341207 (1)
0 / 0
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL88169 CHEMBL1794585 (1)
0 / 0
Q13315 Serine-protein kinase ATM Atypical serine/threonine protein kinase PIKK subfamily CHEMBL399121 CHEMBL1614153 (1)
1 / 4
P16473 Thyrotropin receptor Glycohormone receptor CHEMBL399121 CHEMBL1614281 (1) CHEMBL1614361 (1)
3 / 2
P04798 Cytochrome P450 1A1 Cytochrome P450 1A1 CHEMBL399121 CHEMBL1225717 (1)
0 / 0
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL399121 CHEMBL1614027 (2) CHEMBL1741325 (1)
0 / 1
P41145 Kappa-type opioid receptor Opioid receptor CHEMBL399121 CHEMBL926465 (1)
0 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL399121 CHEMBL1614458 (1)
0 / 0
Q16665 Hypoxia-inducible factor 1-alpha Transcription Factor CHEMBL399121 CHEMBL1614456 (1) CHEMBL1613803 (1)
0 / 0
O75496 Geminin Unclassified protein CHEMBL1589200 CHEMBL2114780 (1)
0 / 0
P51151 Ras-related protein Rab-9A Unclassified protein CHEMBL399121 CHEMBL1613838 (1)
0 / 0
P38398 Breast cancer type 1 susceptibility protein Enzyme CHEMBL1589200 CHEMBL2114807 (1)
4 / 2
P41143 Delta-type opioid receptor Opioid receptor CHEMBL399121 CHEMBL926467 (1)
0 / 0
P83916 Chromobox protein homolog 1 Unclassified protein CHEMBL399121 CHEMBL1794401 (1)
0 / 0
P37231 Peroxisome proliferator-activated receptor gamma NR1C3 CHEMBL399121 CHEMBL1059360 (1) CHEMBL1059361 (1)
CHEMBL2037794 (1) CHEMBL2037795 (1)
5 / 3
Q16678 Cytochrome P450 1B1 Cytochrome P450 1B1 CHEMBL399121 CHEMBL1225718 (1)
4 / 4
P04745 Alpha-amylase 1 Enzyme CHEMBL399121 CHEMBL964479 (2)
0 / 0
Q13133 Oxysterols receptor LXR-alpha NR1H3 CHEMBL399121 CHEMBL2037790 (1) CHEMBL2037791 (1)
CHEMBL2037792 (1) CHEMBL2037793 (1)
0 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL399121 CHEMBL1614521 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL399121 CHEMBL1225716 (1) CHEMBL1741322 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL399121 CHEMBL1614227 (2)
3 / 3
Q9UNQ0 ATP-binding cassette sub-family G member 2 ATP binding cassette CHEMBL399121 CHEMBL2076243 (1) CHEMBL2076823 (1)
CHEMBL2076837 (1)
2 / 0
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL88169 CHEMBL1614038 (1)
2 / 2
O15118 Niemann-Pick C1 protein Unclassified protein CHEMBL399121 CHEMBL1614342 (1)
1 / 1
Q96QE3 ATPase family AAA domain-containing protein 5 Unclassified protein CHEMBL399121 CHEMBL1589200 CHEMBL1738588 (2) CHEMBL1738317 (1)
0 / 0
P02647 Apolipoprotein A-I Unclassified protein CHEMBL399121 CHEMBL2037796 (1)
3 / 2
P22303 Acetylcholinesterase Hydrolase CHEMBL399121 CHEMBL2014392 (1) CHEMBL2014393 (1)
1 / 0
P35372 Mu-type opioid receptor Opioid receptor CHEMBL399121 CHEMBL926466 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL399121 CHEMBL1613777 (2) CHEMBL1741323 (1)
1 / 1
P37059 Estradiol 17-beta-dehydrogenase 2 Enzyme CHEMBL399121 CHEMBL958788 (1) CHEMBL958789 (1)
0 / 0
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL88169 CHEMBL399121 CHEMBL1614108 (3) CHEMBL1613886 (3)
CHEMBL1741324 (1)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL1589200 CHEMBL1794483 (1)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL88169 CHEMBL1614421 (1)
4 / 3
Q07869 Peroxisome proliferator-activated receptor alpha NR1C1 CHEMBL399121 CHEMBL1059364 (1) CHEMBL1059365 (1)
0 / 0
P37173 TGF-beta receptor type-2 TKL dual-specificity kinase STKR type 2 subfamily CHEMBL399121 CHEMBL2209556 (1) CHEMBL2209557 (1)
CHEMBL2209558 (1) CHEMBL2209976 (1)
CHEMBL2209977 (1)
4 / 3
O75874 Isocitrate dehydrogenase [NADP] cytoplasmic Enzyme CHEMBL1589200 CHEMBL2354311 (1)
1 / 0

CTD interaction (33)

compound gene gene name gene description interaction interaction type form reference
pmid
C013015 4363 ABCC1
ABC29
ABCC
GS-X
MRP
MRP1
ATP-binding cassette, sub-family C (CFTR/MRP), member 1 hesperetin inhibits the reaction [ABCC1 protein results in decreased susceptibility to Etoposide] decreases reaction
/ decreases response to substance
protein 16156793
C013015 4363 ABCC1
ABC29
ABCC
GS-X
MRP
MRP1
ATP-binding cassette, sub-family C (CFTR/MRP), member 1 hesperetin inhibits the reaction [ABCC1 protein results in increased export of S-(2,4-dinitrophenyl)glutathione] decreases reaction
/ increases export
protein 16156793
C013015 4363 ABCC1
ABC29
ABCC
GS-X
MRP
MRP1
ATP-binding cassette, sub-family C (CFTR/MRP), member 1 hesperetin promotes the reaction [ABCC1 protein results in increased hydrolysis of Adenosine Triphosphate] increases hydrolysis
/ increases reaction
protein 16156793
C013015 10257 ABCC4
EST170205
MOAT-B
MOATB
MRP4
ATP-binding cassette, sub-family C (CFTR/MRP), member 4 hesperetin inhibits the reaction [ABCC4 protein results in decreased susceptibility to Thioguanine] decreases reaction
/ decreases response to substance
protein 16156793
C013015 10257 ABCC4
EST170205
MOAT-B
MOATB
MRP4
ATP-binding cassette, sub-family C (CFTR/MRP), member 4 hesperetin inhibits the reaction [ABCC4 protein results in increased export of Cyclic GMP] decreases reaction
/ increases export
protein 16156793
C013015 10257 ABCC4
EST170205
MOAT-B
MOATB
MRP4
ATP-binding cassette, sub-family C (CFTR/MRP), member 4 hesperetin promotes the reaction [ABCC4 protein results in increased hydrolysis of Adenosine Triphosphate] increases hydrolysis
/ increases reaction
protein 16156793
C013015 10057 ABCC5
ABC33
EST277145
MOAT-C
MOATC
MRP5
SMRP
pABC11
ATP-binding cassette, sub-family C (CFTR/MRP), member 5 hesperetin inhibits the reaction [ABCC5 protein results in decreased susceptibility to Thioguanine] decreases reaction
/ decreases response to substance
protein 16156793
C013015 10057 ABCC5
ABC33
EST277145
MOAT-C
MOATC
MRP5
SMRP
pABC11
ATP-binding cassette, sub-family C (CFTR/MRP), member 5 hesperetin inhibits the reaction [ABCC5 protein results in increased export of 2',7'-bis(carboxyethyl)-5(6)-carboxyfluorescein] decreases reaction
/ increases export
protein 16156793
C013015 196 AHR
bHLHe76
aryl hydrocarbon receptor [2-hydroxypropyl-beta-cyclodextrin co-treated with hesperetin] inhibits the reaction [Benzo(a)pyrene results in increased expression of AHR protein] affects cotreatment
/ decreases reaction
/ increases expression
protein 21720915
C013015 581 BAX
BCL2L4
BCL2-associated X protein hesperetin affects the expression of BAX protein affects expression
protein 15975156
C013015 581 BAX
BCL2L4
BCL2-associated X protein hesperetin analog results in increased expression of BAX protein increases expression
protein 22142698
C013015 581 BAX
BCL2L4
BCL2-associated X protein hesperetin results in increased expression of BAX protein increases expression
protein 22142698
C013015 596 BCL2
Bcl-2
PPP1R50
B-cell CLL/lymphoma 2 hesperetin affects the expression of BCL2 protein affects expression
protein 15975156
C013015 596 BCL2
Bcl-2
PPP1R50
B-cell CLL/lymphoma 2 hesperetin analog results in decreased expression of BCL2 protein decreases expression
protein 22142698
C013015 596 BCL2
Bcl-2
PPP1R50
B-cell CLL/lymphoma 2 hesperetin results in decreased expression of BCL2 protein decreases expression
protein 22142698
C013015 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) hesperetin affects the cleavage of CASP3 protein affects cleavage
protein 15975156
C013015 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) hesperetin metabolite results in increased expression of CASP3 protein modified form increases expression
protein 22142698
C013015 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) hesperetin results in increased expression of CASP3 protein modified form increases expression
protein 22142698
C013015 847 CAT
catalase (EC:1.11.1.6) hesperetin analog results in decreased activity of CAT protein decreases activity
protein 22142698
C013015 847 CAT
catalase (EC:1.11.1.6) hesperetin results in decreased activity of CAT protein decreases activity
protein 22142698
C013015 595 CCND1
BCL1
D11S287E
PRAD1
U21B31
cyclin D1 hesperetin results in decreased expression of CCND1 decreases expression
17927510
C013015 1017 CDK2
p33(CDK2)
cyclin-dependent kinase 2 (EC:2.7.11.22) hesperetin results in decreased expression of CDK2 decreases expression
17927510
C013015 1019 CDK4
CMM3
PSK-J3
cyclin-dependent kinase 4 (EC:2.7.11.22) hesperetin promotes the reaction [CDK4 protein binds to CDKN1A protein] affects binding
/ increases reaction
protein 17927510
C013015 1019 CDK4
CMM3
PSK-J3
cyclin-dependent kinase 4 (EC:2.7.11.22) hesperetin results in decreased expression of CDK4 decreases expression
17927510
C013015 1026 CDKN1A
CAP20
CDKN1
CIP1
MDA-6
P21
SDI1
WAF1
p21CIP1
cyclin-dependent kinase inhibitor 1A (p21, Cip1) hesperetin promotes the reaction [CDK4 protein binds to CDKN1A protein] affects binding
/ increases reaction
protein 17927510
C013015 1026 CDKN1A
CAP20
CDKN1
CIP1
MDA-6
P21
SDI1
WAF1
p21CIP1
cyclin-dependent kinase inhibitor 1A (p21, Cip1) hesperetin results in increased expression of CDKN1A increases expression
17927510
C013015 1027 CDKN1B
CDKN4
KIP1
MEN1B
MEN4
P27KIP1
cyclin-dependent kinase inhibitor 1B (p27, Kip1) hesperetin results in increased expression of CDKN1B increases expression
17927510
C013015 54205 CYCS
CYC
HCS
THC4
cytochrome c, somatic hesperetin analog results in increased expression of CYCS protein increases expression
protein 22142698
C013015 54205 CYCS
CYC
HCS
THC4
cytochrome c, somatic hesperetin results in increased expression of CYCS protein increases expression
protein 22142698
C013015 1588 CYP19A1
ARO
ARO1
CPV1
CYAR
CYP19
CYPXIX
P-450AROM
cytochrome P450, family 19, subfamily A, polypeptide 1 (EC:1.14.14.1) hesperetin results in decreased activity of CYP19A1 protein decreases activity
protein 10403137
C013015 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [2-hydroxypropyl-beta-cyclodextrin co-treated with hesperetin] inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1A1 protein] affects cotreatment
/ decreases reaction
/ increases expression
protein 21720915
C013015 7157 TP53
BCC7
LFS1
P53
TRP53
tumor protein p53 hesperetin inhibits the reaction [Hydrogen Peroxide results in increased phosphorylation of and results in increased activity of TP53 protein] decreases reaction
/ increases activity
/ increases phosphorylation
protein 15795422
C013015 7402 UTRN
DMDL
DRP
DRP1
utrophin hesperetin results in increased expression of UTRN mRNA increases expression
mRNA 22028826

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (50)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#202300 Adrenocortical carcinoma, hereditary; adcc P04637
#105200 Amyloidosis, familial visceral P02647
#208900 Ataxia-telangiectasia; at Q13315
#614740 Basal cell carcinoma, susceptibility to, 7; bcc7 P04637
#614490 Blood group, junior system; jr Q9UNQ0
%606641 Body mass index; bmi P37231
#114480 Breast cancer P38398
#604370 Breast-ovarian cancer, familial, susceptibility to, 1; brovca1 P38398
#609338 Carotid intimal medial thickness 1 P37231
#614331 Colorectal cancer, hereditary nonpolyposis, type 6; hnpcc6 P37173
#119900 Digital clubbing, isolated congenital P15428
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#133239 Esophageal cancer P04637
P37173
#600274 Frontotemporal dementia; ftd P10636
#137750 Glaucoma 1, open angle, a; glc1a Q16678
#231300 Glaucoma 3, primary congenital, a; glc3a Q16678
#137760 Glaucoma, primary open angle; poag Q16678
#137800 Glioma susceptibility 1; glm1 O75874
P37231
#603373 Hyperthyroidism, familial gestational P16473
#609152 Hyperthyroidism, nonautoimmune P16473
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#604091 Hypoalphalipoproteinemia, primary P02647
#275200 Hypothyroidism, congenital, nongoitrous, 1; chng1 P16473
#151623 Li-fraumeni syndrome 1; lfs1 P04637
#604367 Lipodystrophy, familial partial, type 3; fpld3 P37231
#610168 Loeys-dietz syndrome, type 1b; lds1b P37173
#610380 Loeys-dietz syndrome, type 2b; lds2b P37173
#211980 Lung cancer P04637
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#257220 Niemann-pick disease, type c1; npc1 O15118
#601665 Obesity P37231
#167000 Ovarian cancer P38398
#614320 Pancreatic cancer, susceptibility to, 4; pnca4 P38398
#260500 Papilloma of choroid plexus; cpp P04637
#260540 Parkinson-dementia syndrome P10636
#604229 Peters anomaly Q16678
#172700 Pick disease of brain P10636
#253300 Spinal muscular atrophy, type i; sma1 Q16637
#253550 Spinal muscular atrophy, type ii; sma2 Q16637
#253400 Spinal muscular atrophy, type iii; sma3 Q16637
#271150 Spinal muscular atrophy, type iv; sma4 Q16637
#183090 Spinocerebellar ataxia 2; sca2 Q99700
#275355 Squamous cell carcinoma, head and neck; hnscc P04637
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#205400 Tangier disease; tgd P02647
#138900 Uric acid concentration, serum, quantitative trait locus 1; uaqtl1 Q9UNQ0
#112100 Yt blood group antigen P22303

KEGG DISEASE (65)

KEGG disease name UniProt
H00136 Niemann-Pick disease type C (NPC) O15118 (related)
H00845 Familial amyloidosis P02647 (related)
H00930 Hypoalphalipoproteinemia P02647 (related)
H00004 Chronic myeloid leukemia (CML) P04637 (related)
H00005 Chronic lymphocytic leukemia (CLL) P04637 (related)
Q13315 (related)
H00006 Hairy-cell leukemia P04637 (related)
H00008 Burkitt lymphoma P04637 (related)
H00009 Adult T-cell leukemia P04637 (related)
H00010 Multiple myeloma P04637 (related)
H00013 Small cell lung cancer P04637 (related)
H00014 Non-small cell lung cancer P04637 (related)
H00015 Malignant pleural mesothelioma P04637 (related)
H00016 Oral cancer P04637 (related)
P04637 (marker)
H00017 Esophageal cancer P04637 (related)
P04637 (marker)
H00018 Gastric cancer P04637 (related)
H00019 Pancreatic cancer P04637 (related)
P04637 (marker)
H00020 Colorectal cancer P04637 (related)
P04637 (marker)
P37173 (related)
H00022 Bladder cancer P04637 (related)
H00025 Penile cancer P04637 (related)
P04637 (marker)
H00026 Endometrial Cancer P04637 (related)
H00027 Ovarian cancer P04637 (related)
P38398 (related)
H00028 Choriocarcinoma P04637 (related)
H00029 Vulvar cancer P04637 (related)
H00031 Breast cancer P04637 (related)
P38398 (related)
H00032 Thyroid cancer P04637 (related)
P37231 (related)
H00033 Adrenal carcinoma P04637 (related)
H00036 Osteosarcoma P04637 (related)
P08684 (marker)
H00038 Malignant melanoma P04637 (related)
H00039 Basal cell carcinoma P04637 (related)
H00040 Squamous cell carcinoma P04637 (related)
H00041 Kaposi's sarcoma P04637 (related)
H00042 Glioma P04637 (related)
P04637 (marker)
H00044 Cancer of the anal canal P04637 (related)
H00046 Cholangiocarcinoma P04637 (related)
H00047 Gallbladder cancer P04637 (related)
H00048 Hepatocellular carcinoma P04637 (related)
H00055 Laryngeal cancer P04637 (related)
P04637 (marker)
H00881 Li-Fraumeni syndrome P04637 (related)
H01007 Choroid plexus papilloma P04637 (related)
H00021 Renal cell carcinoma P04637 (marker)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H01205 Coumarin resistance P11712 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H00250 Congenital nongoitrous hypothyroidism (CHNG) P16473 (related)
H01269 Congenital hyperthyroidism P16473 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00800 Loeys-Dietz syndrome (LDS) P37173 (related)
H00801 Familial thoracic aortic aneurysm and dissection (TAAD) P37173 (related)
H00409 Type II diabetes mellitus P37231 (related)
H00420 Familial partial lipodystrophy (FPL) P37231 (related)
H00064 Ataxia telangiectasia (AT) Q13315 (related)
H00094 DNA repair defects Q13315 (related)
H00848 Ataxia with ocular apraxia (AOA) Q13315 (related)
H00455 Spinal muscular atrophy (SMA) Q16637 (related)
Q16637 (related)
H00612 Primary open angle glaucoma Q16678 (related)
H01075 Peters anomaly Q16678 (related)
H01159 Anterior segment dysgenesis (ASD) Q16678 (related)
H01203 Primary congenital glaucoma (PCG) Q16678 (related)
H00063 Spinocerebellar ataxia (SCA) Q99700 (related)
H00480 Non-syndromic X-linked mental retardation Q99714 (related)
H00658 Syndromic X-linked mental retardation Q99714 (related)
H00925 2-Methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency Q99714 (related)

Diseases related to CTD interactions

3 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D000230 C013015 Adenocarcinoma therapeutic
22142698
D003110 C013015 Colonic Neoplasms therapeutic
19497424
22142698
D056486 C013015 Drug-Induced Liver Injury therapeutic
21134734