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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Solanaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles CC(=O)O[C@@H]1C(COC2O[C@@H](C)C([C@@H]([C@H]2OC(=O)C)O)OC(=O)C)O[C@H]([C@H](C1O)OC(=O)C)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)26(45)32(51-15(4)38)34(48-12)47-11-23-30(50-14(3)37)27(46)33(52-16(5)39)35(54-23)55-31-25(44)24-21(43)9-18(40)10-22(24)53-29(31)17-6-7-19(41)20(42)8-17/h6-10,12,23,26-28,30,32-35,40-43,45-46H,11H2,1-5H3/t12-,23?,26-,27?,28?,30+,32+,33-,34?,35-/m0/s1
InChIKey IXKDUTMAIVYGKX-AQOBIFGLSA-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)
-6.44
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
4.57
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1349.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
60.66
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
Non-Inhibitor

Excretion

Clearance
14.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-32.89
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.93
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.37
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-2449663.93
Rat (Acute)
2.46
Rat (Chronic Oral)
3.68
Fathead Minnow
3099.27
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
268265.29
Hydration Free Energy
-2.92
Log(D) at pH=7.4
0.46
Log(P)
2.23
Log S
-4.38
Log(Vapor Pressure)
-8844.76
Melting Point
217.62
pKa Acid
-37.58
pKa Basic
-1.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9760
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.9096
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8977
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8929
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8635
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8620
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8420
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8413
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8411
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8381
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8289
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8247
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8206
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8182
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8159
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8071
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7983
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7978
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7954
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7868
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7815
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7775
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7758
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7744
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7715
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7704
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7679
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7559
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7529
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7495
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7481
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7476
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7466
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7423
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7386
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7355
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7336
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7318
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7285
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7205
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7200
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7150
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7133
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7126
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7046
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7036
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7034

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