Quercetin 3-O-beta-D-glucopyranosyl-(1→6)-O-beta-D-galactopyranoside - Compound Card

Quercetin 3-O-beta-D-glucopyranosyl-(1→6)-O-beta-D-galactopyranoside

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Quercetin 3-O-beta-D-glucopyranosyl-(1→6)-O-beta-D-galactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@@H]1O[C@H](OC[C@@H]2O[C@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(c(c3)O)O)[C@H]([C@@H]([C@@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)40-7-15-18(34)21(37)23(39)27(43-15)44-25-19(35)16-12(32)4-9(29)5-13(16)41-24(25)8-1-2-10(30)11(31)3-8/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18+,20+,21+,22-,23-,26-,27+/m0/s1
InChIKey FDRQPMVGJOQVTL-OYMCNUNBSA-N
Formula C27H30O17
HBA 17
HBD 11
MW 626.52
Rotatable Bonds 7
TPSA 289.66
LogP -2.71
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 626.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Eryngium tricuspidatum Apiaceae Plantae 488472

Showing of synonyms

  • Benmerache A, Magid A.A, et al. (2016). Chemical composition, antibacterial, antioxidant and tyrosinase inhibitory activities of glycosides from aerial parts of Eryngium tricuspidatum. Phytochemistry Letters, 2016, 18, 23 - 28. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 626.52 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 626.52 g/mol

Structure

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

Level: 2

Mol. Weight: 626.52 g/mol

Structure

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

Level: 1

Mol. Weight: 626.52 g/mol

Structure

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

Level: 1

Mol. Weight: 626.52 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 626.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 626.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 626.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 626.52 g/mol

Antibacterial
Antioxidant

Absorption

Caco-2 (logPapp)
-6.43
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.460
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
15.12

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
63.44
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
10.410
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.090
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.960
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.140
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
-22394.370
Rat (Acute)
2.260
Rat (Chronic Oral)
4.130
Fathead Minnow
45.260
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
409.780
Hydration Free Energy
-2.930
Log(D) at pH=7.4
-1.280
Log(P)
-0.63
Log S
-4.47
Log(Vapor Pressure)
-18.78
Melting Point
222.14
pKa Acid
3.24
pKa Basic
9.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9068
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9050
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8987
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8973
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8803
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8785
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8730
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8718
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8607
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8570
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8396
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8334
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8275
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8222
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8212
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8107
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8067
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8047
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8017
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7974
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7958
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7890
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7856
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7836
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7816
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7786
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7785
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7778
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7765
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7726
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7713
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7598
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7590
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7579
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7517
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7484
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7478
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7467
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7453
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7449
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7424
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7423
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7396
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7382
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7370
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7298
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7287
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7278
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7268
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7232
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7212
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7208
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7176
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7148
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7135
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7114
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7094
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7045
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7045
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7021
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7008

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