Quercetin-3-(2''-galloyglucoside) - Compound Card

Quercetin-3-(2''-galloyglucoside)

Select a section from the left sidebar

Quercetin-3-(2''-galloyglucoside)

Structure
Zoomed Structure
  • Family: Plantae - Polygonaceae
  • Kingdom: Plantae
  • Class: Flavonoid
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)OC(=O)c1cc(O)c(c(c1)O)O
InChI InChI=1S/C28H24O16/c29-8-18-21(37)23(39)26(43-27(40)10-4-15(34)20(36)16(35)5-10)28(42-18)44-25-22(38)19-14(33)6-11(30)7-17(19)41-24(25)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,26,28-37,39H,8H2/t18-,21-,23+,26-,28?/m1/s1
InChIKey PXGWEUQZDRUMRE-APHOOZOJSA-N
Formula C28H24O16
HBA 16
HBD 10
MW 616.48
Rotatable Bonds 6
TPSA 277.27
LogP 0.44
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 616.11
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Polygonum senegalense Polygonaceae Plantae 471708

Showing of synonyms

  • Midiwo JO, Matasi JJ, et al. (1992). Anti-feedant effects of surface accumulated flavonoids of Polygonum senegalense.. Bulletin of the Chemical Society of Ethiopia,1992,6(2),119-122. [View] [PubMed]
Pubchem: 13889203

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2C(OCCC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 616.48 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2C(OCCC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 616.48 g/mol

Structure

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

Level: 2

Mol. Weight: 616.48 g/mol

Structure

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

Level: 1

Mol. Weight: 616.48 g/mol

Structure

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

Level: 1

Mol. Weight: 616.48 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 616.48 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 616.48 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 616.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 616.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.66
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.41
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
13.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.75
Plasma Protein Binding
62.87
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
13.71
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.07
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.96
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
-21439.83
Rat (Acute)
2.49
Rat (Chronic Oral)
4.04
Fathead Minnow
46.9
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
467.44
Hydration Free Energy
-3.16
Log(D) at pH=7.4
0.31
Log(P)
1.07
Log S
-4.93
Log(Vapor Pressure)
-17.59
Melting Point
225.0
pKa Acid
5.33
pKa Basic
7.96
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9407
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9407
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8896
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8896
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8882
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8882
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8745
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8745
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8721
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8721
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8504
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8504
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8470
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8470
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8439
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8439
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8415
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8415
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8396
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8396
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8354
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8354
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8276
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8276
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8268
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8268
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8254
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8254
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8247
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8247
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8200
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8200
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8173
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8173
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8036
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8036
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8032
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8032
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7970
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7970
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7943
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7943
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7860
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7860
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7860
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7860
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7773
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7773
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7754
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7754
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7739
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7739
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7722
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7722
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7701
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7701
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7626
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7626
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7619
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7619
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7590
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7590
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7517
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7517
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7494
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7494
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7435
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7435
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7388
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7388
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7369
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7369
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 4 0.7334
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 4 0.7334
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7303
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7303
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7258
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7258
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7240
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7240
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7231
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7231
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7185
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7185
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7173
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7173
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7153
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7153
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7147
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7147
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7146
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7146
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7142
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7142
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7137
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7137
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7135
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7135
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7119
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7119
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7104
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7104
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7088
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7088
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7078
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7078
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7069
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7069
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7017
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7017
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7014
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7014
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7009
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7009

Download SDF