Myricetin-3-glucoside - Compound Card

Myricetin-3-glucoside

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Myricetin-3-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Caryophyllaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2cc(O)c(c(c2)O)O)C(C([C@@H]1O)O)O
InChI InChI=1S/C21H20O13/c22-5-12-15(28)17(30)18(31)21(33-12)34-20-16(29)13-8(24)3-7(23)4-11(13)32-19(20)6-1-9(25)14(27)10(26)2-6/h1-4,12,15,17-18,21-28,30-31H,5H2/t12-,15-,17?,18?,21+/m1/s1
InChIKey FOHXFLPXBUAOJM-ICSFOJPJSA-N
Formula C21H20O13
HBA 13
HBD 9
MW 480.38
Rotatable Bonds 4
TPSA 230.74
LogP -0.83
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 480.09
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Pteranthus dichotomus Caryophyllaceae Plantae 325512

Showing of synonyms

  • Atta EM, Nassar AA, et al. (2013). New flavonoid glycoside and pharmacological activities of Pteranthus dichotomus Forssk.. Records of Natural Products,2013,7(2),69-79. [View]
Pubchem: 44259426
Chebi: 168023
Nmrshiftdb2: 60059199
CPRiL: 422667
Structure

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

Level: 2

Mol. Weight: 480.38 g/mol

Structure

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

Level: 1

Mol. Weight: 480.38 g/mol

Structure

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

Level: 1

Mol. Weight: 480.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 480.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 480.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 480.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.22
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.200
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.710
Plasma Protein Binding
64.81
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
13.470
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.920
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.040
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
-157.370
Rat (Acute)
2.420
Rat (Chronic Oral)
4.000
Fathead Minnow
3.550
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
687.240
Hydration Free Energy
-4.210
Log(D) at pH=7.4
-0.800
Log(P)
0.15
Log S
-4.11
Log(Vapor Pressure)
-12.19
Melting Point
208.4
pKa Acid
5.38
pKa Basic
9.93
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 0.8881
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8881
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8865
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8865
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8773
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8773
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8719
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8719
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8548
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8548
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8533
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8533
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8532
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8532
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8448
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8448
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8439
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8439
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8389
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8389
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8286
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8286
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8248
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8248
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8160
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8160
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8096
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8096
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8093
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8093
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7922
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7922
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7902
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7902
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7784
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7784
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7776
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7776
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7724
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7724
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7695
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7695
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7691
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7691
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7681
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7681
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7582
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7582
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7563
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7563
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7450
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7450
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7450
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7450
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7446
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7446
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7438
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7438
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7299
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7299
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7198
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7198
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7195
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7195
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7175
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7175
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7171
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7171
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7115
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7115
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7102
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7102
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7099
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7099
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7083
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7083
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7078
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7078
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7066
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7066
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7055
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7055
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7051
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7051
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7037
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7037

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