Quercetin 3-rhamnoglucoside - Compound Card

Quercetin 3-rhamnoglucoside

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Quercetin 3-rhamnoglucoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles Oc1cc(O)c2c(c1)oc(c(c2=O)OC1O[C@H]([C@@H]([C@H]([C@@H]([C@H](O)C)O)O)O)[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
InChI InChI=1S/C25H28O15/c1-7(26)15(31)17(33)19(35)23-20(36)18(34)21(37)25(39-23)40-24-16(32)14-12(30)5-9(27)6-13(14)38-22(24)8-2-3-10(28)11(29)4-8/h2-7,15,17-21,23,25-31,33-37H,1H3/t7-,15-,17+,18+,19-,20+,21-,23-,25?/m1/s1
InChIKey FLYVYTAPPREMHQ-YZUBQXRQSA-N
Formula C25H28O15
HBA 15
HBD 11
MW 568.48
Rotatable Bonds 7
TPSA 271.2
LogP -2.07
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 568.14
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Anvillea radiata Asteraceae Plantae 159630

Showing of synonyms

  • Dendougui H, Jay M, et al. (2006). Flavonoids from Anvillea radiata Coss. & Dur. (Asteraceae).. Biochemical Systematics and Ecology,2006, 34,718-720. [View]
Pubchem: 22883847

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 568.48 g/mol

Structure

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

Level: 1

Mol. Weight: 568.48 g/mol

Structure

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

Level: 1

Mol. Weight: 568.48 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 568.48 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 568.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 568.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.36
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.23
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
4.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.66
Plasma Protein Binding
61.49
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
10.64
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.98
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.05
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.8
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
-2263.43
Rat (Acute)
2.25
Rat (Chronic Oral)
4.66
Fathead Minnow
5.51
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
733.18
Hydration Free Energy
-3.21
Log(D) at pH=7.4
-1.3
Log(P)
-0.42
Log S
-3.69
Log(Vapor Pressure)
-15.15
Melting Point
186.69
pKa Acid
1.53
pKa Basic
11.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8988
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8988
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8953
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8953
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8774
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8774
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8770
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8770
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8741
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8741
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8720
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8720
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8644
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8644
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8473
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8473
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8465
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8465
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8342
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8342
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8284
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8284
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8244
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8244
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8114
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8114
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 4 0.7978
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 4 0.7978
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7826
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7826
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7814
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7814
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7780
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7780
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7701
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7701
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7660
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7660
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7616
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7616
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7590
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7590
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7585
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7585
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7573
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7573
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7525
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7525
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7461
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7461
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7247
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7247
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7231
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7231
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7218
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7218
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7176
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7176
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7120
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7120
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7109
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7109

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