Quercetin 3-O-galactoside - Compound Card

Quercetin 3-O-galactoside

Select a section from the left sidebar

Quercetin 3-O-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OCC1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H](C([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-HHJZGNMRSA-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 Harpephyllum caffrum Anacardiaceae Plantae 289712
2 Cynanchum acutum Apocynaceae Plantae 185024

Showing of synonyms

  • Nawwar M, Hussein S, et al. (2011). Constitutive phenolics of Harpephyllum caffrum (Anacardiaceae) and their biological effects on human keratinocytes. Fitoterapia,2011,82(8),1265-1271. [View] [PubMed]
  • Heneidak S, Grayer RJ, et al. (2006). Flavonoid glycosides from Egyptian species of the tribe Asclepiadeae (Apocynaceae, subfamily Asclepiadoideae). Biochemical Systematics and Ecology,2006,34(7),575-584. [View]
Pubchem: 46781931
Nmrshiftdb2: 60028406

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)
-6.24
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
71.83
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
13.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.32
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
Safe
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
-107.52
Rat (Acute)
2.41
Rat (Chronic Oral)
3.86
Fathead Minnow
3.84
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
643.68
Hydration Free Energy
-4.69
Log(D) at pH=7.4
-0.17
Log(P)
0.77
Log S
-4.17
Log(Vapor Pressure)
-11.54
Melting Point
214.52
pKa Acid
5.45
pKa Basic
8.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.9184
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.9184
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8998
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8998
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8926
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8926
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8887
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8887
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8863
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8863
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8780
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8780
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8732
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8732
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8677
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8677
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8664
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8664
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8628
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8628
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8519
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8519
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8427
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8427
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8413
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8413
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8311
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8311
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8272
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8272
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8248
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8248
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8245
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8245
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8239
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8239
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8155
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8155
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8155
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8155
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8140
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8140
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8137
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8137
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8100
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8100
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8080
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8080
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8053
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8053
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8029
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8029
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8012
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8012
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7962
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7962
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7833
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7833
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7797
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7797
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7745
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7745
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7736
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7736
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7733
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7733
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7730
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7730
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7727
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7727
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7644
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7644
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7591
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7591
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7563
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7563
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7559
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7559
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7520
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7520
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7494
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7494
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7417
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7417
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7390
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7390
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7353
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7353
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7350
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7350
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7330
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7330
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7293
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7293
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7286
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7286
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7246
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7246
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7238
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7238
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7225
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7225
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7208
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7208
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7175
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7175
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7133
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7133
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7127
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7127
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7119
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7119
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7115
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7115
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7092
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7092
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7085
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7085
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7070
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7070
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7040
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7040
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7015
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7015
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7010
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7010

Download SDF