Quercetin 3-galactoside - Compound Card

Quercetin 3-galactoside

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Quercetin 3-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • 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-HBDJNLTOSA-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 Aerva javanica Amaranthaceae Plantae 240009
2 Euphorbia sanctae-catharinae Euphorbiaceae Plantae 3990
3 Curya pecan Juglandaceae Plantae 32201
4 Epilobium hirsutum Onagraceae Plantae 210355
5 Bupleurum fruticosum Apiaceae Plantae 48103

Showing of synonyms

  • Saleh NAM, Mansjur RMA and Markham KR. (1990). An acylated isorhamnetin glycoside from Aerva javanica. Phytochemistry,1990,29(4),1344-1345. [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]
  • Ishak MS, Ahmed AA, et al. (1980). Flavonol glycosides of Carya pecan. Phytochemistry,1980,19,2512-2513. [View]
  • Marzouk M.M, Hussein S.R, et al. (2016). Phytochemical constituents and chemosystematic significance of Chrozophora tinctoria (L.) Raf. Natural product research, 2016, 30(13), 1537-41. [View] [PubMed]
  • Barakat HH, Hussein SAM, et al. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry,1997,46(5),935-941. [View]
Pubchem: 11751616

No compound-protein relationship available.

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)
-6.26
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
2.15

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
76.3
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
13.2
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.54
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
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
-107.81
Rat (Acute)
2.41
Rat (Chronic Oral)
3.86
Fathead Minnow
3.82
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
645.99
Hydration Free Energy
-4.69
Log(D) at pH=7.4
-0.17
Log(P)
0.59
Log S
-4.21
Log(Vapor Pressure)
-11.68
Melting Point
211.34
pKa Acid
5.42
pKa Basic
8.54
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 0.8943
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8943
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8901
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8901
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8782
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8782
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8744
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8744
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8735
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8735
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8688
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8688
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8684
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8684
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8684
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8684
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8627
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8627
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8594
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8594
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8433
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8433
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8414
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8414
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8396
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8396
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8351
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8351
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8339
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8339
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8318
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8318
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8310
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8310
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8284
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8284
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8279
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8279
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8278
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8278
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8262
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8262
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8009
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8009
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7956
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7956
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7930
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7930
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7903
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7903
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7823
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7823
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7822
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7822
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7725
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7725
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7707
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7707
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7698
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7698
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7666
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7666
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7664
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7664
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7623
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7623
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7606
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7606
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7564
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7564
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7506
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7506
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7490
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7490
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7476
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7476
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7430
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7430
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7410
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7410
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7383
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7383
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7380
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7380
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7350
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7350
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7317
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7317
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7316
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7316
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7276
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7276
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7244
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7244
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7230
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7230
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.7227
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.7227
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7197
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7197
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7188
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7188
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7148
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7148
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7139
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7139
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7134
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7134
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7121
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7121
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7115
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7115
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7109
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7109
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7105
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7105
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7098
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7098
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7079
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7079
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7022
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7022
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7014
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7014

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