Quercetin 3-O-beta-galactopyanoside - Compound Card

Quercetin 3-O-beta-galactopyanoside

Select a section from the left sidebar

Quercetin 3-O-beta-galactopyanoside

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone 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-/m0/s1
InChIKey OVSQVDMCBVZWGM-GESSWGSZSA-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 Livistona australis Arecaceae Plantae 115491

Showing of synonyms

  • Kassem MES, Shoela S, et al. (2012). A sulphated flavone glycoside from Livistona australis and its antioxidant and cytotoxic activity. Natural Product Research,2012,26(15),1381-1387. [View] [PubMed]
Pubchem: 130304727
Nmrshiftdb2: 80024556

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
72.64
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
-2.45
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
-107.47
Rat (Acute)
2.42
Rat (Chronic Oral)
3.87
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
644.13
Hydration Free Energy
-4.69
Log(D) at pH=7.4
-0.14
Log(P)
0.62
Log S
-4.17
Log(Vapor Pressure)
-11.54
Melting Point
210.63
pKa Acid
5.44
pKa Basic
8.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8942
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8942
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8913
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8913
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8877
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8877
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8802
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8802
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8724
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8724
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8723
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8723
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8666
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8666
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8664
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8664
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8623
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8623
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8571
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8571
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8558
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8558
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8441
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8441
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8390
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8390
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8380
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8380
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8361
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8361
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8361
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8361
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8336
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8336
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8282
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8282
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8266
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8266
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8262
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8262
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8235
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8235
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8189
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8189
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8134
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8134
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8103
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8103
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8083
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8083
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8061
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8061
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8022
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8022
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7970
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7970
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7905
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7905
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7894
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7894
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7880
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7880
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7874
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7874
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7849
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7849
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7770
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7770
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7750
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7750
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7742
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7742
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7684
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7684
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7581
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7581
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7547
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7547
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7521
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7521
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7497
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7497
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7460
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7460
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7409
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7409
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7386
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7386
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7384
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7384
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7370
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7370
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7324
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7324
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7276
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7276
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7276
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7276
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7271
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7271
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7265
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7265
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7258
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7258
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7225
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7225
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7185
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7185
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7184
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7184
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7149
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7149
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7141
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7141
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7134
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7134
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7133
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7133
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7123
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7123
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7085
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7085
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7085
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7085
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7064
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7064
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7041
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7041
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7037
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7037
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7036
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7036
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7021
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7021

Download SDF