Quercetin-3-glucoside - Compound Card

Quercetin-3-glucoside

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Quercetin-3-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Potamogetonaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21?/m1/s1
InChIKey OVSQVDMCBVZWGM-CAWYGJOUSA-N
Formula C21H20O12
HBA 12
HBD 8
MW 464.38
Rotatable Bonds 4
TPSA 210.51
LogP -0.54
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 464.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Pistacia atlantica Anacardiaceae Plantae 434234
2 Pistacia lentiscus Anacardiaceae Plantae 371726
3 Pistacia chinensis Anacardiaceae Plantae 289741
4 Pistacia khinjuk Anacardiaceae Plantae 434236
5 Bupleurum fruticosum Apiaceae Plantae 48103
6 Potamogeton perfoliatus Potamogetonaceae Plantae 55320

Showing of synonyms

  • Rezq S, Mahmoud M.F, et al. (2021). Anti-Inflammatory, Antipyretic, and Analgesic Properties of Potamogeton perfoliatus Extract: In Vitro and In Vivo Study. Molecules, 2021, 26(16), 4826. [View] [PubMed]
  • Bencheraiet R, Kabouche A, et al. (2012). Flavonol 3-O-glycosides from three Algerian Bupleurum species. Records of Natural Products,2012,6(2),171-174. [View]
  • Kawashty SA, Mosharrafa SAM, et al. (2000). The flavonoids of four Pistacia species in Egypt. Biochemical Systematics and Ecology,2000,28(9),915-917. [View] [PubMed]
Pubchem: 11557027
CPRiL: 55033
Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 464.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 464.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.83
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
75.97
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.46
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.15
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.92
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-107.87
Rat (Acute)
2.41
Rat (Chronic Oral)
3.86
Fathead Minnow
3.83
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
645.15
Hydration Free Energy
-4.69
Log(D) at pH=7.4
-0.15
Log(P)
0.53
Log S
-4.2
Log(Vapor Pressure)
-11.69
Melting Point
211.07
pKa Acid
5.44
pKa Basic
8.53
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8986
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8986
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8921
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8921
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8817
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8817
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8790
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8790
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8780
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8780
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8698
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8698
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8669
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8669
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8620
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8620
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8610
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8610
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8602
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8602
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8506
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8506
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8463
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8463
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8455
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8455
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8420
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8420
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8393
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8393
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8354
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8354
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8322
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8322
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8277
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8277
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8242
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8242
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8220
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8220
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8115
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8115
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8104
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8104
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7991
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7991
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7977
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7977
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7945
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7945
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7914
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7914
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7903
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7903
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7885
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7885
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7868
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7868
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7858
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7858
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7856
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7856
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7852
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7852
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7769
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7769
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7767
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7767
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7718
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7718
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7699
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7699
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7690
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7690
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7666
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7666
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7628
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7628
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7563
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7563
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7537
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7537
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7535
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7535
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7501
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7501
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7429
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7429
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7381
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7381
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7368
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7368
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7357
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7357
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7351
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7351
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7325
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7325
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7296
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7296
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7223
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7223
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7217
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7217
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7185
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7185
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7169
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7169
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7151
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7151
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7142
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7142
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7139
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7139
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7127
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7127
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7125
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7125
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7113
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7113
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7098
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7098
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7092
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7092
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7058
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7058
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7057
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7057
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7056
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7056
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7053
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7053
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7038
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7038
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7033
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7033
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7028
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7028
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7021
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7021
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7011
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7011
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7010
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7010

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