Quercetin 3-O-[(2,3,4-triacetyl-alpha-rhamnopyranosyl)-(1→6)-3-acetyl-beta-galactopyranoside - Compound Card

Quercetin 3-O-[(2,3,4-triacetyl-alpha-rhamnopyranosyl)-(1→6)-3-acetyl-beta-galactopyranoside

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Quercetin 3-O-[(2,3,4-triacetyl-alpha-rhamnopyranosyl)-(1→6)-3-acetyl-beta-galactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles CC(=O)OC1[C@H](O)C(COC2O[C@@H](C)C([C@@H]([C@H]2OC(=O)C)OC(=O)C)OC(=O)C)O[C@H]([C@H]1O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O
InChI InChI=1S/C35H38O20/c1-12-28(49-13(2)36)32(51-15(4)38)33(52-16(5)39)35(48-12)47-11-23-25(44)30(50-14(3)37)27(46)34(54-23)55-31-26(45)24-21(43)9-18(40)10-22(24)53-29(31)17-6-7-19(41)20(42)8-17/h6-10,12,23,25,27-28,30,32-35,40-44,46H,11H2,1-5H3/t12-,23?,25+,27-,28?,30?,32-,33+,34-,35?/m0/s1
InChIKey YYJHXDJUYFZIJA-GLMCDNIMSA-N
Formula C35H38O20
HBA 20
HBD 6
MW 778.67
Rotatable Bonds 10
TPSA 293.71
LogP 0.6
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 55
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 778.2
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Capsicum annum Solanaceae Plantae 4072

Showing of synonyms

  • Allam A.E. (2021). Suppression of cytokine production by newly isolated flavonoids from pepper. Fitoterapia, 2021, 151, 104903. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 778.67 g/mol

Structure

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

Level: 2

Mol. Weight: 778.67 g/mol

Structure

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

Level: 2

Mol. Weight: 778.67 g/mol

Structure

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

Level: 1

Mol. Weight: 778.67 g/mol

Structure

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

Level: 1

Mol. Weight: 778.67 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 778.67 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 778.67 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 778.67 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 778.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.42
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
4.58
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1351.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.75
Plasma Protein Binding
59.45
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
14.4
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-33.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.95
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.73
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
-2453635.83
Rat (Acute)
2.53
Rat (Chronic Oral)
3.54
Fathead Minnow
3103.99
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
268746.76
Hydration Free Energy
-2.92
Log(D) at pH=7.4
0.62
Log(P)
2.32
Log S
-4.3
Log(Vapor Pressure)
-8859.95
Melting Point
203.59
pKa Acid
-36.9
pKa Basic
-1.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9563
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9013
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8971
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8865
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8513
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8426
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8415
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8305
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8252
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8218
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8196
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8123
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8115
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8083
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8003
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7922
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7871
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7847
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7819
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7758
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7744
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7733
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7714
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7700
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7519
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7496
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7480
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7452
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7450
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7425
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7421
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7372
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7309
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7301
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7283
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7269
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7207
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7181
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7150
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7112
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7110
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7108
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7052
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7039
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7023
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7022

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