Quercetin 3-O-xylosyl-(1''' 2'')-glucoside - Compound Card

Quercetin 3-O-xylosyl-(1''' 2'')-glucoside

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Quercetin 3-O-xylosyl-(1''' 2'')-glucoside

Structure
Zoomed Structure
  • Family: Myrtaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@H]1O[C@H]([C@H]([C@@H]1O)O)CO
InChI InChI=1S/C26H28O16/c27-6-14-17(33)20(36)24(42-25-21(37)18(34)15(7-28)39-25)26(40-14)41-23-19(35)16-12(32)4-9(29)5-13(16)38-22(23)8-1-2-10(30)11(31)3-8/h1-5,14-15,17-18,20-21,24-34,36-37H,6-7H2/t14-,15+,17-,18-,20+,21+,24-,25-,26?/m1/s1
InChIKey GPNPEZQRRZCPJF-LADHHIMPSA-N
Formula C26H28O16
HBA 16
HBD 10
MW 596.49
Rotatable Bonds 7
TPSA 269.43
LogP -2.08
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 596.14
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Melaleuca ericifolia Myrtaceae Plantae 73757

Showing of synonyms

  • Hussein S.A, Hashim A.N, et al. (2007). Ericifolin: An eugenol 5-O-galloylglucoside and other phenolics from Melaleuca ericifolia. Phytochemistry,2007, 68(10), 1464-70. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCC1OC2C(OCCC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 408.45 g/mol

Structure

SMILES: O1CCCC1OC2C(OCCC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 332.35 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: O1CCCC1OC2CCCOC2

Level: 1

Mol. Weight: 172.22 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

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 72.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.43
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
8.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
59.73
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
12.58
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.2
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.94
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
-10540.94
Rat (Acute)
2.35
Rat (Chronic Oral)
4.02
Fathead Minnow
23.35
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
512.84
Hydration Free Energy
-2.97
Log(D) at pH=7.4
-0.61
Log(P)
-0.25
Log S
-4.45
Log(Vapor Pressure)
-12.47
Melting Point
205.75
pKa Acid
4.33
pKa Basic
7.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8979
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8905
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8709
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8651
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8616
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8518
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8458
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8449
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8432
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8386
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8334
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8197
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8147
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8145
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7993
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7892
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.7801
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7773
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7670
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7634
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7627
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7613
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7496
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7471
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7399
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7397
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7389
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7361
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7251
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7241
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7207
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7162
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7156
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7067
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7045
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7040
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7022
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7017

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