Quercetin 5-glucoside - Compound Card

Quercetin 5-glucoside

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Quercetin 5-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1OC(Oc2cc(O)cc3c2c(=O)c(c(o3)c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-12-5-8(23)4-11-14(12)16(27)18(29)20(31-11)7-1-2-9(24)10(25)3-7/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21?/m1/s1
InChIKey QJTYCCFDQWFJHU-CXWQUDHASA-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 Artemisia monosperma Asteraceae Plantae 72348
2 Artemisia monosperma Asteraceae Plantae 72348

Showing of synonyms

  • Saleh NAM, El-Newumy SI, et al. (1985). Flavonoid glycosides of Artemisia monosperma and A. herba-alba.. Phytochemistry,1985,24(1),201-203. [View]
  • Saleh NAM, El-Negoumy SI, et al. (1987). Flavonoids of Artemisia judaica, A. monosperma and A. Herba-alba.. Phytochemistry,1987,26(11),3059-3064. [View]
Pubchem: 18346204

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cccc3OC4CCCCO4

Level: 2

Mol. Weight: 464.38 g/mol

Structure

SMILES: O=c1ccoc(c12)cccc2OC3CCCCO3

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)
-6.53
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.88
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.75
Plasma Protein Binding
73.06
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
13.96
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.3
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.77
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.61
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
-111.02
Rat (Acute)
2.46
Rat (Chronic Oral)
4.21
Fathead Minnow
3.85
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
653.97
Hydration Free Energy
-4.21
Log(D) at pH=7.4
-1.0
Log(P)
-0.94
Log S
-3.52
Log(Vapor Pressure)
-12.74
Melting Point
223.49
pKa Acid
4.33
pKa Basic
7.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9472
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9472
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9088
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9088
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9028
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9028
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8888
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8888
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8878
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8878
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8788
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8788
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8731
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8731
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8716
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8716
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8671
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8671
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8667
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8667
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8656
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8656
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8331
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8331
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8321
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8321
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8284
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8284
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8235
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8235
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8207
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8207
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.8103
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 4 0.8103
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.8098
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.8098
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8063
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8063
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8058
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8058
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8040
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8040
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8006
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8006
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7955
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7955
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7894
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7894
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7892
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7892
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7882
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7882
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7691
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7691
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7690
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7690
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7680
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7680
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7659
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7659
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7658
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7658
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7644
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7644
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7626
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7626
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7605
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7605
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7568
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7568
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7531
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7531
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7418
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7418
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7405
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7405
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7397
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7397
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7354
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7354
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7321
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7321
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7306
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7306
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7297
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7297
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7295
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7295
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7279
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7279
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7265
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7265
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7236
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7236
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 5 0.7223
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 5 0.7223
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7180
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7180
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7172
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7172
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7150
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7150
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7148
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7148
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7144
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7144
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7134
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7134
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7131
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7131
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7125
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7125
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7118
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7118
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7109
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7109
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7104
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7104
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7097
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7097
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7090
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7090
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7078
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7078
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7074
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7074
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7068
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7068
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7053
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7053
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7052
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7052
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7041
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7041
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7029
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7029
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7010
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7010
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7002
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7002

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