Myricetin 3-O-arabinoside - Compound Card

Myricetin 3-O-arabinoside

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Myricetin 3-O-arabinoside

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC[C@H]([C@H]([C@@H]1O)O)O)c1cc(O)c(c(c1)O)O
InChI InChI=1S/C20H18O12/c21-7-3-8(22)13-12(4-7)31-18(6-1-9(23)14(26)10(24)2-6)19(16(13)28)32-20-17(29)15(27)11(25)5-30-20/h1-4,11,15,17,20-27,29H,5H2/t11-,15-,17+,20?/m1/s1
InChIKey SBEOEJNITMVWLK-SRNSNEOXSA-N
Formula C20H18O12
HBA 12
HBD 8
MW 450.35
Rotatable Bonds 3
TPSA 210.51
LogP -0.19
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 450.08
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Epilobium hirsutum Onagraceae Plantae 210355
2 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]
  • Barakat HH, Hussein SAM, et al. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry,1997,46(5),935-941. [View]
Pubchem: 22878721

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 450.35 g/mol

Structure

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

Level: 1

Mol. Weight: 450.35 g/mol

Structure

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

Level: 1

Mol. Weight: 450.35 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 450.35 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 450.35 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 450.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.0
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.77
Plasma Protein Binding
73.76
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
14.25
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.37
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.16
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.63
Micronucleos
Toxic
NR-AhR
Toxic
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
-61.86
Rat (Acute)
2.46
Rat (Chronic Oral)
3.85
Fathead Minnow
3.67
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
651.91
Hydration Free Energy
-6.54
Log(D) at pH=7.4
-0.26
Log(P)
0.39
Log S
-4.03
Log(Vapor Pressure)
-11.22
Melting Point
226.05
pKa Acid
5.86
pKa Basic
8.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8904
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8904
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8855
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8855
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8711
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8711
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8681
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8681
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8646
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8646
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8443
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8443
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8367
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8367
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8245
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8245
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 5 0.8216
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 5 0.8216
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8114
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8114
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8094
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8094
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8094
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8094
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8075
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8075
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8073
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8073
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8008
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8008
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7915
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7915
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7889
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7889
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7731
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7731
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7692
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7692
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7679
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7679
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7672
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7672
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7664
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7664
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7604
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7604
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7600
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7600
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7581
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7581
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7569
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7569
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7549
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7549
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7504
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7504
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7493
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7493
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7457
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7457
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7352
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7352
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7332
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7332
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7325
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7325
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7296
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7296
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 6 0.7257
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 6 0.7257
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7241
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7241
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7195
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7195
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7178
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7178
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7122
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7122
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7032
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7032

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