Quercetin 3-O-(6''-alpha-rhamnopyranosyl)-beta-glucopyranoside - Compound Card

Quercetin 3-O-(6''-alpha-rhamnopyranosyl)-beta-glucopyranoside

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Quercetin 3-O-(6''-alpha-rhamnopyranosyl)-beta-glucopyranoside

Structure
Zoomed Structure
  • Family: Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol
Canonical Smiles Oc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(CO[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)C(C(C1O)O)O)c1ccc(c(c1)O)O
InChI InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15?,17-,18?,20+,21?,22+,23?,26+,27?/m1/s1
InChIKey IKGXIBQEEMLURG-IMEUGTSYSA-N
Formula C27H30O16
HBA 16
HBD 10
MW 610.52
Rotatable Bonds 6
TPSA 269.43
LogP -1.69
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 610.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Chrozophora tinctoria Euphorbiaceae Plantae —

Showing of synonyms

  • Marzouk M.M, Hussein S.R, et al. (2016). Phytochemical constituents and chemosystematic significance of Chrozophora tinctoria (L.) Raf. Natural product research, 2016, 30(13), 1537-41. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 436.5 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 360.41 g/mol

Structure

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

Level: 2

Mol. Weight: 322.36 g/mol

Structure

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

Level: 1

Mol. Weight: 246.26 g/mol

Structure

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

Level: 1

Mol. Weight: 222.24 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 200.28 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.53
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
8.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
33.65
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
13.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.79
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.97
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.85
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
-13206.43
Rat (Acute)
2.2
Rat (Chronic Oral)
4.49
Fathead Minnow
29.45
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
513.33
Hydration Free Energy
-3.1
Log(D) at pH=7.4
-1.08
Log(P)
-0.36
Log S
-4.42
Log(Vapor Pressure)
-14.27
Melting Point
207.77
pKa Acid
3.47
pKa Basic
8.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9753
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9017
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8951
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8927
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8878
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8806
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8757
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8719
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8677
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8618
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8506
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8447
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8393
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8319
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8198
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8185
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8179
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8139
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8033
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7954
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7922
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7837
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7773
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7771
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7719
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7710
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7564
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7554
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7473
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7461
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7431
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7385
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7385
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7290
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7265
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7176
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7169
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7159
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7125
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7124
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7109
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7102
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7084
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7078
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7048
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7034
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7020
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7015

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