Quercetagetin-6-methyl ether 3-O-beta-D-galactoside - Compound Card

Quercetagetin-6-methyl ether 3-O-beta-D-galactoside

Select a section from the left sidebar

Quercetagetin-6-methyl ether 3-O-beta-D-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)c(c(c3)O)OC)c2ccc(c(c2)O)OC)[C@@H]([C@H]([C@H]1O)O)O
InChI InChI=1S/C23H24O13/c1-32-11-4-3-8(5-9(11)25)20-22(36-23-19(31)18(30)15(27)13(7-24)35-23)17(29)14-12(34-20)6-10(26)21(33-2)16(14)28/h3-6,13,15,18-19,23-28,30-31H,7H2,1-2H3/t13-,15+,18+,19-,23+/m1/s1
InChIKey DNSWCXDIDGYZRT-LTGKLFRMSA-N
Formula C23H24O13
HBA 13
HBD 7
MW 508.43
Rotatable Bonds 6
TPSA 208.74
LogP -0.23
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 508.12
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Brickellia microphylla Asteraceae Plantae 1550840

Showing of synonyms

  • El-Sayed NH, Norris J, et al. (1988). Non 6-methoxyflavonoids from Brickellia coulteri and 6-methoxylated favonoids from B. microphylla.. Biochemical Systematics and Ecology,1988,16(2),189-190. [View]
Pubchem: 162817319
Nmrshiftdb2: 60031432

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 508.43 g/mol

Structure

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

Level: 1

Mol. Weight: 508.43 g/mol

Structure

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

Level: 1

Mol. Weight: 508.43 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 508.43 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 508.43 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 508.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.69
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.480
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.850
Plasma Protein Binding
74.0
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
15.000
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.370
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.080
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.880
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
-478.290
Rat (Acute)
2.230
Rat (Chronic Oral)
4.300
Fathead Minnow
4.060
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
632.860
Hydration Free Energy
-3.290
Log(D) at pH=7.4
0.730
Log(P)
0.14
Log S
-4.88
Log(Vapor Pressure)
-11.21
Melting Point
193.65
pKa Acid
4.76
pKa Basic
5.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9384
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9384
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9172
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9172
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8974
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8974
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8858
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8858
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8825
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8825
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8695
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8695
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8667
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8667
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8643
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8643
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8589
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8589
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8536
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8536
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8505
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8505
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8481
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8481
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.8472
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.8472
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8467
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8467
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8434
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8434
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8432
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8432
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8243
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8243
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8200
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8200
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8140
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8140
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8134
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8134
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8051
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8051
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8019
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8019
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8011
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8011
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7994
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7994
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7898
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7898
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7821
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7821
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.7771
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.7771
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7745
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7745
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7735
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7735
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7707
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7707
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7667
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7667
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7654
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7654
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
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7604
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7604
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7582
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7582
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7572
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7572
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7571
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7571
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7567
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7567
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7540
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7540
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7516
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7516
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7501
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7501
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7491
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7491
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7483
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7483
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7456
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7456
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7450
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7450
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7431
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7431
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7379
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7379
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7372
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7372
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7368
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7368
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7348
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7348
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7299
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7299
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.7293
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 4 0.7293
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7284
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7284
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7272
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7272
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7271
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7271
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7232
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7232
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7215
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7215
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7208
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7208
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7194
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7194
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7172
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7172
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7147
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7147
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7117
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7117
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7116
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7116
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7082
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7082
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7081
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7081
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7079
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7079
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7067
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7067
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7056
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7056

Download SDF