Quercetin-3'-methoxy-3-O-(4''-acetylrhamnoside)-7-O-alpha-rhamnoside - Compound Card

Quercetin-3'-methoxy-3-O-(4''-acetylrhamnoside)-7-O-alpha-rhamnoside

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Quercetin-3'-methoxy-3-O-(4''-acetylrhamnoside)-7-O-alpha-rhamnoside

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles COc1cc(ccc1O)c1oc2cc(OC3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)cc(c2c(=O)c1OC1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)OC(=O)C)O
InChI InChI=1S/C30H34O16/c1-10-20(34)22(36)24(38)29(41-10)44-14-8-16(33)19-18(9-14)45-27(13-5-6-15(32)17(7-13)40-4)28(21(19)35)46-30-25(39)23(37)26(11(2)42-30)43-12(3)31/h5-11,20,22-26,29-30,32-34,36-39H,1-4H3/t10-,11-,20-,22+,23-,24+,25+,26-,29?,30?/m0/s1
InChIKey MSKGZWZFHLXPLU-ZUNZUGEHSA-N
Formula C30H34O16
HBA 16
HBD 7
MW 650.59
Rotatable Bonds 7
TPSA 244.27
LogP -0.14
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 650.18
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome droserifolia Capparaceae Plantae 511510
2 Cleome droserifolia Capparaceae Plantae 511510

Showing of synonyms

  • Motaal AA, Ezzat SM, et al. (2011). Determination of bioactive markers in Cleome droserifolia using cell based bioassays for antidiabetic activity and isolation of two novel active compounds. Phytomedicine,2011,19(1),38-41. [View] [PubMed]
  • Ezzat SM, Motaal AA (2012). Isolation of new cytotoxic metabolites from Cleome droserifolia growing in Egypt. Zeitschrift für Naturforschung C,2012,67,266-274. [View] [PubMed]
Pubchem: 162817398
Nmrshiftdb2: 70047534

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC5CCCCO5

Level: 3

Mol. Weight: 650.59 g/mol

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC4CCCCO4

Level: 2

Mol. Weight: 650.59 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 650.59 g/mol

Structure

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

Level: 2

Mol. Weight: 650.59 g/mol

Structure

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

Level: 1

Mol. Weight: 650.59 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 650.59 g/mol

Structure

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

Level: 1

Mol. Weight: 650.59 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 650.59 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 650.59 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 650.59 g/mol

Antidiabetic
Cytotoxic

Absorption

Caco-2 (logPapp)
-6.71
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.030
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
28.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.930
Plasma Protein Binding
75.05
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
11.170
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.270
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.980
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.340
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
-51244.970
Rat (Acute)
2.350
Rat (Chronic Oral)
4.290
Fathead Minnow
82.390
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
575.610
Hydration Free Energy
-2.920
Log(D) at pH=7.4
0.410
Log(P)
0.84
Log S
-4.87
Log(Vapor Pressure)
-45.87
Melting Point
227.67
pKa Acid
5.05
pKa Basic
2.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9424
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9424
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8919
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8919
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8890
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8890
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8772
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8772
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8530
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8530
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8274
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8274
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8268
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8268
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8239
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8239
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8187
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8187
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7988
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7988
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7775
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7775
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7655
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7655
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7644
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7644
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7641
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7641
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7556
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7556
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7551
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7551
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7486
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7486
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7430
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7430
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7309
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7309
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7303
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7303
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7234
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7234
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7218
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7218
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7203
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7203
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7166
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7166
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7140
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7140
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7073
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7073
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7029
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7029

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