Quercetin-3-O-pentoside - Compound Card

Quercetin-3-O-pentoside

Select a section from the left sidebar

Quercetin-3-O-pentoside

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OCC(C(C1O)O)O)c1ccc(c(c1)O)O
InChI InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2
InChIKey PZZRDJXEMZMZFD-UHFFFAOYSA-N
Formula C20H18O11
HBA 11
HBD 7
MW 434.35
Rotatable Bonds 3
TPSA 190.28
LogP 0.1
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 434.08
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia retusa Euphorbiaceae Plantae 1091645
2 Tamarix africana Tamaricaceae Plantae 189784

Showing of synonyms

  • Chekroun-Bechlaghem N, Belyagoubi-Benhammou N, et al. (2021). Antimicrobial and anti-inflammatory activities of three halophyte plants from Algeria and detection of som biomolecules by HPLC-DAD. Natural product research, 2021, 35(12), 2107-2111. [View] [PubMed]
  • Elgamal A, El Raey M, et al. (2021). Phytochemical profiling and anti-aging activities of Euphorbia retusa extract: In silico and in vitro studies. Arabian Journal of Chemistry, 2021, 14(6), 103159. [View]
Pubchem: 5878729
Nmrshiftdb2: 60022640
Bindingdb: 513061
CPRiL: 412849
Structure

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

Level: 2

Mol. Weight: 434.35 g/mol

Structure

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

Level: 1

Mol. Weight: 434.35 g/mol

Structure

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

Level: 1

Mol. Weight: 434.35 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 434.35 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 434.35 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 434.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.35
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.88
Plasma Protein Binding
51.97
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
13.8
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.17
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
-39.2
Rat (Acute)
2.45
Rat (Chronic Oral)
3.69
Fathead Minnow
3.96
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
606.68
Hydration Free Energy
-7.65
Log(D) at pH=7.4
0.36
Log(P)
0.91
Log S
-4.05
Log(Vapor Pressure)
-10.21
Melting Point
223.41
pKa Acid
5.9
pKa Basic
7.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9050
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8977
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8947
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8850
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8820
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8757
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8756
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8753
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8640
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8595
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8559
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8544
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8400
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8380
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8347
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8309
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8286
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8268
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8263
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8210
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8167
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8153
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8090
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8077
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8059
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8037
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8016
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7993
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7983
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7950
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7864
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7846
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7772
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7769
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7742
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7666
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7620
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7609
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7574
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7539
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7513
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7511
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7470
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7468
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7464
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7456
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7448
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7385
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7368
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7362
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7361
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7357
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7332
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7327
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7322
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7320
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7304
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7297
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7230
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7228
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7213
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7211
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7178
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7175
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7172
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7172
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7169
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7148
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7143
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7112
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7107
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7094
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7086
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7078
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7076
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7071
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7065
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7047
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7043
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7026
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7024
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7022
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7017
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7014
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7003
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7002

Download SDF