Quercetin-3-O-galactoside - Compound Card

Quercetin-3-O-galactoside

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Quercetin-3-O-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Rosaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Galactoside
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?/m0/s1
InChIKey OVSQVDMCBVZWGM-MDYSSOIXSA-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 Crataegus monogyna Rosaceae Plantae 140997

Showing of synonyms

  • Mraihi F, Hidalgo M, et al. (2015). Wild grown red and yellow hawthorn fruits from Tunisia as source of antioxidants. Arabian Journal of Chemistry, 2015, 8(4), 570-578. [View]
Pubchem: 174942282
CPRiL: 56830
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)
-6.25
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
2.17

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
75.58
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
13.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.41
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
-107.88
Rat (Acute)
2.42
Rat (Chronic Oral)
3.86
Fathead Minnow
3.83
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
644.78
Hydration Free Energy
-4.69
Log(D) at pH=7.4
-0.14
Log(P)
0.61
Log S
-4.19
Log(Vapor Pressure)
-11.71
Melting Point
212.68
pKa Acid
5.46
pKa Basic
8.48
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 0.8978
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8929
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8926
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8843
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8803
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8684
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8656
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8569
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8429
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8392
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8382
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8314
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8267
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8213
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8104
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8104
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8063
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7959
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7959
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7939
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7868
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7851
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7831
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7788
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7775
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7773
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7745
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7698
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7644
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7620
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7614
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7587
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7554
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7484
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7483
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7440
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7426
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7424
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7397
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7372
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7367
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7350
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7289
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7272
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7220
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7219
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7153
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7135
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7128
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7126
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7107
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7095
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7055
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7012
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7004

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