PCIDB

KNApSAcK Metabolite C00004635

Metabolite

KNApSAcK Entry

id C00004635
Name Isorhamnetin / 3'-O-Methylquercetin / 3,4',5,7-Tetrahydroxy-3'-methoxyflavone / 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
CAS RN 480-19-3
Standard InChI InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
Standard InChI (Main Layer) InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3

Cluster

Phytochemical cluster No. 15
KCF-S cluster No. 3

Link

ChEMBL

By standard InChI CHEMBL379064
By standard InChI Main Layer CHEMBL379064

KEGG

By LinkDB C10084

CTD

By CAS RN C047368

Species

Summary

Plant class

class name count
rosids 47
asterids 22
eudicotyledons 6
Spermatophyta 4
Liliopsida 3

Family (Top 10)

family name count
Fabaceae 37
Asteraceae 17
Taxaceae 2
Myrtaceae 2
Viscaceae 2
Lamiaceae 1
Rhamnaceae 1
Cistaceae 1
Velloziaceae 1
Nyctaginaceae 1

List (83)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Acacia aroma 207708 Fabaceae rosids Viridiplantae
Acacia caven 72367 Fabaceae rosids Viridiplantae
Acacia dealbata 205042 Fabaceae rosids Viridiplantae
Acacia latifolia 3808 Fabaceae rosids Viridiplantae
Acacia mearnsii 139012 Fabaceae rosids Viridiplantae
Acacia praecox 3808 Fabaceae rosids Viridiplantae
Aeonium decorum 111149 Crassulaceae eudicotyledons Viridiplantae
Ambrosia ambrosioides 4211 Asteraceae asterids Viridiplantae
Anthemis altissima 99027 Asteraceae asterids Viridiplantae
Anthyllis vulneraria 118891 Fabaceae rosids Viridiplantae
Argemone mexicana 54796 Papaveraceae eudicotyledons Viridiplantae
Arnica spp. 4246 Asteraceae asterids Viridiplantae
Astragalus dasyanthus 1182584 Fabaceae rosids Viridiplantae
Astragalus flexus 20400 Fabaceae rosids Viridiplantae
Astragalus floccosifolius 20400 Fabaceae rosids Viridiplantae
Astragalus kabadianus 20400 Fabaceae rosids Viridiplantae
Astragalus melilotoides 502151 Fabaceae rosids Viridiplantae
Astragalus propinquus 158324 Fabaceae rosids Viridiplantae
Baccharis viminea 41487 Asteraceae asterids Viridiplantae
Betula nigra 3508 Betulaceae rosids Viridiplantae
Binapsis arvense
Bletilla formosana 466243 Orchidaceae Liliopsida Viridiplantae
Bupleurum rotundifolium L. 90446 Apiaceae asterids Viridiplantae
Caesalpinia gilliesii 191891 Fabaceae rosids Viridiplantae
Campanula glomerata L. 82281 Campanulaceae asterids Viridiplantae
Capparis tweediana 13394 Capparaceae rosids Viridiplantae
Caragana frutex 47643 Fabaceae rosids Viridiplantae
Cedrus atlantica Manetii cv.glauca 3321 Pinaceae Spermatophyta Viridiplantae
Chrysothamnus nauseosus 71039 Asteraceae asterids Viridiplantae
Cicer arietinum 3827 Fabaceae rosids Viridiplantae
Cistus incanus 393199 Cistaceae rosids Viridiplantae
Dalbergia hupeana 53863 Fabaceae rosids Viridiplantae
Dorycnium pentaphyllum 181254 Fabaceae rosids Viridiplantae
Ericameria linearifolia 217968 Asteraceae asterids Viridiplantae
Eriodictyon sessilifolium 79350 Hydrophyllaceae asterids Viridiplantae
Eriophyllum staechadifolium 149426 Asteraceae asterids Viridiplantae
Escallonia pulverulenta 178796 Escalloniaceae asterids Viridiplantae
Eucalyptus spp. 3932 Myrtaceae rosids Viridiplantae
Genista aetnensis 49819 Fabaceae rosids Viridiplantae
Grindelia nana 381998 Asteraceae asterids Viridiplantae
Gutierrezia wrightii 71047 Asteraceae asterids Viridiplantae
Haplopappus bailahuen 71051 Asteraceae asterids Viridiplantae
Haplopappus foliosus 147773 Asteraceae asterids Viridiplantae
Hippophae rhamnoides 193516 Elaeagnaceae rosids Viridiplantae
Kitaibela vitifolia 108455 Malvaceae rosids Viridiplantae
Lotus corniculatus 47247 Fabaceae rosids Viridiplantae
Lotus maritimus 118937 Fabaceae rosids Viridiplantae
Lychnophora diamantina 41601 Asteraceae asterids Viridiplantae
Medicago sativa 3879 Fabaceae rosids Viridiplantae
Mirabilis viscosa 3537 Nyctaginaceae eudicotyledons Viridiplantae
Nothofagus obliqua 28948 Nothofagaceae rosids Viridiplantae
Onobrychis biebersteinii 872931 Fabaceae rosids Viridiplantae
Oxytropis campestris 20803 Fabaceae rosids Viridiplantae
Oxytropis oxyphylla 904380 Fabaceae rosids Viridiplantae
Ozothamnus spp. 59438 Asteraceae asterids Viridiplantae
Passiflora palmeri 340645 Passifloraceae rosids Viridiplantae
Podocarpus fasciculus 120615 Podocarpaceae Spermatophyta Viridiplantae
Polygonum punctatum 46786 Polygonaceae eudicotyledons Viridiplantae
Prosopis argentina 207712 Fabaceae rosids Viridiplantae
Prosopis hassleri 364021 Fabaceae rosids Viridiplantae
Prosopis humilis 433931 Fabaceae rosids Viridiplantae
Prosopis reptans 207717 Fabaceae rosids Viridiplantae
Prosopis ruizlealii 433932 Fabaceae rosids Viridiplantae
Prosopis sericantha 433933 Fabaceae rosids Viridiplantae
Prosopis torquata 433937 Fabaceae rosids Viridiplantae
Psidium guaijava 120289 Myrtaceae rosids Viridiplantae
Pulicaria dysenterica 56535 Asteraceae asterids Viridiplantae
Pulicaria gnaphaloides 56534 Asteraceae asterids Viridiplantae
Rhamnus pallasii 3609 Rhamnaceae rosids Viridiplantae
Rhaponticum carthamoides 362630 Asteraceae asterids Viridiplantae
Ruscus hypoglossum L. 191652 Asparagaceae Liliopsida Viridiplantae
Salvia farinacea 268905 Lamiaceae asterids Viridiplantae
Siegesbeckia jorullensis 185190 Asteraceae asterids Viridiplantae
Sophora japonica 3897 Fabaceae rosids Viridiplantae
Styphnolobium japonicum 3897 Fabaceae rosids Viridiplantae
Taxus brevifolia 46220 Taxaceae Spermatophyta Viridiplantae
Taxus cuspidata 99806 Taxaceae Spermatophyta Viridiplantae
Trifolium pratense 57577 Fabaceae rosids Viridiplantae
Trifolium subterraneum 3900 Fabaceae rosids Viridiplantae
Trigonella foenum-graecum 78534 Fabaceae rosids Viridiplantae
Vellozia conicostigma 16383 Velloziaceae Liliopsida Viridiplantae
Viscum album 3972 Viscaceae eudicotyledons Viridiplantae
Viscum cruciatum 104251 Viscaceae eudicotyledons Viridiplantae

Human Protein / Gene in interaction

12 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P09917 Arachidonate 5-lipoxygenase Oxidoreductase CHEMBL379064 CHEMBL905752 (1)
0 / 0
P47989 Xanthine dehydrogenase/oxidase Oxidoreductase CHEMBL379064 CHEMBL1023248 (1)
1 / 1
P04798 Cytochrome P450 1A1 Cytochrome P450 1A1 CHEMBL379064 CHEMBL1225717 (1)
0 / 0
P04792 Heat shock protein beta-1 Unclassified protein CHEMBL379064 CHEMBL993710 (1)
2 / 1
P39748 Flap endonuclease 1 Enzyme CHEMBL379064 CHEMBL1794486 (1)
0 / 0
Q16678 Cytochrome P450 1B1 Cytochrome P450 1B1 CHEMBL379064 CHEMBL1225718 (1)
4 / 4
P04745 Alpha-amylase 1 Enzyme CHEMBL379064 CHEMBL964479 (2)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL379064 CHEMBL1225716 (1)
0 / 0
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL379064 CHEMBL1614211 (2)
0 / 0
Q9UBT6 DNA polymerase kappa Enzyme CHEMBL379064 CHEMBL1794536 (1)
0 / 0
O00255 Menin Unclassified protein CHEMBL379064 CHEMBL1614257 (2) CHEMBL1614531 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL379064 CHEMBL1614257 (2) CHEMBL1614531 (1)
1 / 3

CTD interaction (16)

compound gene gene name gene description interaction interaction type form reference
pmid
C047368 5243 ABCB1
ABC20
CD243
CLCS
GP170
MDR1
P-GP
PGY1
ATP-binding cassette, sub-family B (MDR/TAP), member 1 (EC:3.6.3.44) ABCB1 protein results in increased transport of 3-methylquercetin increases transport
protein 15969930
C047368 4363 ABCC1
ABC29
ABCC
GS-X
MRP
MRP1
ATP-binding cassette, sub-family C (CFTR/MRP), member 1 3-methylquercetin results in decreased activity of ABCC1 protein decreases activity
protein 15670588
C047368 196 AHR
bHLHe76
aryl hydrocarbon receptor 3-methylquercetin inhibits the reaction [Benzo(a)pyrene results in increased activity of AHR protein] decreases reaction
/ increases activity
protein 19794518
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) 3-methylquercetin inhibits the reaction [Benzo(a)pyrene results in increased activity of CYP1A1 protein] decreases reaction
/ increases activity
protein 21329749
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [Quercetin co-treated with kaempferol co-treated with 3-methylquercetin] affects the activity of CYP1A1 protein affects activity
/ affects cotreatment
protein 21329749
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [Quercetin co-treated with kaempferol co-treated with 3-methylquercetin co-treated with ginkgolide A co-treated with ginkgolide B co-treated with ginkgolide C co-treated with ginkgolide J co-treated with bilobalide] affects the activity of CYP1A1 protein affects activity
/ affects cotreatment
protein 21329749
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [Quercetin co-treated with kaempferol co-treated with 3-methylquercetin co-treated with ginkgolide A co-treated with ginkgolide B co-treated with ginkgolide C co-treated with ginkgolide J co-treated with bilobalide] inhibits the reaction [Benzo(a)pyrene results in increased activity of CYP1A1 protein] affects cotreatment
/ decreases reaction
/ increases activity
protein 21329749
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [Quercetin co-treated with kaempferol co-treated with 3-methylquercetin co-treated with ginkgolide A co-treated with ginkgolide B co-treated with ginkgolide C co-treated with ginkgolide J co-treated with bilobalide] inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein] affects cotreatment
/ decreases reaction
/ increases activity
protein 21329749
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [Quercetin co-treated with kaempferol co-treated with 3-methylquercetin] inhibits the reaction [Benzo(a)pyrene results in increased activity of CYP1A1 protein] affects cotreatment
/ decreases reaction
/ increases activity
protein 21329749
C047368 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) [Quercetin co-treated with kaempferol co-treated with 3-methylquercetin] inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of CYP1A1 protein] affects cotreatment
/ decreases reaction
/ increases activity
protein 21329749
C047368 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) 3-methylquercetin results in decreased expression of CYP1B1 mRNA decreases expression
mRNA 19794518
C047368 2099 ESR1
ER
ESR
ESRA
ESTRR
Era
NR3A1
estrogen receptor 1 3-methylquercetin binds to ESR1 protein affects binding
protein 14706564
C047368 2100 ESR2
ER-BETA
ESR-BETA
ESRB
ESTRB
Erb
NR3A2
estrogen receptor 2 (ER beta) 3-methylquercetin binds to ESR2 protein affects binding
protein 14706564
C047368 4846 NOS3
ECNOS
eNOS
nitric oxide synthase 3 (endothelial cell) (EC:1.14.13.39) 3-methylquercetin inhibits the reaction [Lipids results in decreased expression of NOS3] decreases expression
/ decreases reaction
16891912
C047368 4973 OLR1
CLEC8A
LOX1
LOXIN
SCARE1
SLOX1
oxidized low density lipoprotein (lectin-like) receptor 1 3-methylquercetin inhibits the reaction [Lipids results in increased expression of OLR1] decreases reaction
/ increases expression
16891912
C047368 7031 TFF1
BCEI
D21S21
HP1.A
HPS2
pNR-2
pS2
trefoil factor 1 3-methylquercetin results in increased expression of TFF1 mRNA increases expression
mRNA 14706564

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (10)

OMIM preferred title UniProt
#606595 Charcot-marie-tooth disease, axonal, type 2f; cmt2f P04792
#137750 Glaucoma 1, open angle, a; glc1a Q16678
#231300 Glaucoma 3, primary congenital, a; glc3a Q16678
#137760 Glaucoma, primary open angle; poag Q16678
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#145000 Hyperparathyroidism 1; hrpt1 O00255
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#608634 Neuronopathy, distal hereditary motor, type iib; hmn2b P04792
#604229 Peters anomaly Q16678
#278300 Xanthinuria, type i P47989

KEGG DISEASE (13)

KEGG disease name UniProt
H00033 Adrenal carcinoma O00255 (related)
H00034 Carcinoid O00255 (related)
H00045 Malignant islet cell carcinoma O00255 (related)
H00246 Primary hyperparathyroidism O00255 (related)
H01102 Pituitary adenomas O00255 (related)
H00856 Distal hereditary motor neuropathies (dHMN) P04792 (related)
H00192 Xanthinuria P47989 (related)
H00001 Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) Q03164 (related)
Q03164 (marker)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (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)