3'-O-methylquercetin 3-glucoside - Compound Card

3'-O-methylquercetin 3-glucoside

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3'-O-methylquercetin 3-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22?/m1/s1
InChIKey CQLRUIIRRZYHHS-YOICORKUSA-N
Formula C22H22O12
HBA 12
HBD 7
MW 478.41
Rotatable Bonds 5
TPSA 199.51
LogP -0.24
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 478.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Myrsine africana Myrsinaceae Plantae 59982

Showing of synonyms

  • Arot LO, Midiwo JO, et al. (1996). A flavonol glycoside from Myrsine africana leaves.. Phytochemistry,1996,43(5),1107-1109. [View] [PubMed]
Pubchem: 13245587

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 478.41 g/mol

Structure

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

Level: 1

Mol. Weight: 478.41 g/mol

Structure

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

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 478.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.66
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
68.58
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
14.8
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.09
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.37
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
-184.85
Rat (Acute)
2.29
Rat (Chronic Oral)
4.24
Fathead Minnow
3.91
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
630.16
Hydration Free Energy
-3.77
Log(D) at pH=7.4
0.46
Log(P)
0.06
Log S
-4.65
Log(Vapor Pressure)
-11.32
Melting Point
193.09
pKa Acid
4.94
pKa Basic
6.4
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 0.9635
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9635
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9113
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9113
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9039
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9039
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9004
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9004
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8913
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8913
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8902
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8902
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8902
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8902
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8851
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8851
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8767
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8767
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8712
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8712
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8690
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8690
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8458
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8458
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8455
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8455
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8387
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8387
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8380
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8380
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8364
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8364
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8240
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8240
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8199
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8199
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8156
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8156
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8090
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8090
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8087
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8087
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8065
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8065
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8034
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8034
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8030
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8030
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8016
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8016
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8000
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8000
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7987
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7987
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7982
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7982
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7943
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7943
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7929
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7929
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7921
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7921
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7909
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7909
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7906
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7906
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7899
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7899
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7864
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7864
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7830
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7830
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7770
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7770
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7729
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7729
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7700
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7700
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7681
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7681
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7668
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7668
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7636
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7636
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7575
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7575
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7563
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7563
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7561
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7561
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7538
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7538
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7530
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7530
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7474
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7474
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7440
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7440
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7392
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7392
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7385
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7385
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7374
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7374
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7372
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7372
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7360
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7360
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7358
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7358
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7332
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7332
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7309
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7309
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7305
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7305
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7279
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7279
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7271
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7271
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7237
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7237
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7231
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7231
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7225
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7225
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7198
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7198
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7186
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7186
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7157
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7157
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7154
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7154
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7131
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7131
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7131
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7131
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7121
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7121
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7120
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7120
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7107
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7107
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7081
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7081
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7070
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7070
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7064
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7064
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7029
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7029
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7027
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7027
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7021
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7021
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7011
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7011
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7003
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7003

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