Kaempferol-4'-methoxy-3,7-dirhamnoside - Compound Card

Kaempferol-4'-methoxy-3,7-dirhamnoside

Select a section from the left sidebar

Kaempferol-4'-methoxy-3,7-dirhamnoside

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles COc1ccc(cc1)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)O)O
InChI InChI=1S/C28H32O14/c1-10-18(30)21(33)23(35)27(38-10)40-14-8-15(29)17-16(9-14)41-25(12-4-6-13(37-3)7-5-12)26(20(17)32)42-28-24(36)22(34)19(31)11(2)39-28/h4-11,18-19,21-24,27-31,33-36H,1-3H3/t10-,11-,18-,19-,21+,22+,23+,24+,27?,28?/m0/s1
InChIKey YJFHLDPUBWHTMO-FFQFGOKASA-N
Formula C28H32O14
HBA 14
HBD 7
MW 592.55
Rotatable Bonds 6
TPSA 217.97
LogP -0.41
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 592.18
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: 162842956
Nmrshiftdb2: 70047537

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 592.55 g/mol

Structure

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

Level: 2

Mol. Weight: 592.55 g/mol

Structure

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

Level: 2

Mol. Weight: 592.55 g/mol

Structure

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

Level: 2

Mol. Weight: 592.55 g/mol

Structure

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

Level: 1

Mol. Weight: 592.55 g/mol

Structure

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

Level: 1

Mol. Weight: 592.55 g/mol

Structure

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

Level: 1

Mol. Weight: 592.55 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 592.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 592.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 592.55 g/mol

Antidiabetic
Cytotoxic

Absorption

Caco-2 (logPapp)
-6.7
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.080
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
5.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.970
Plasma Protein Binding
76.11
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
6.980
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.880
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.790
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.710
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
-9654.300
Rat (Acute)
2.490
Rat (Chronic Oral)
4.430
Fathead Minnow
22.430
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
456.990
Hydration Free Energy
-2.960
Log(D) at pH=7.4
0.590
Log(P)
0.88
Log S
-4.18
Log(Vapor Pressure)
-12.6
Melting Point
224.94
pKa Acid
4.6
pKa Basic
3.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9513
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9513
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9027
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9027
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8773
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8773
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8348
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8348
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8207
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8207
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8160
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8160
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8154
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8154
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7989
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7989
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7923
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7923
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7897
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7897
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7887
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7887
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7795
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7795
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7727
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7727
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7669
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7669
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7608
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7608
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7603
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7603
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7596
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7596
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7572
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7572
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7505
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7505
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7498
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7498
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7489
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7489
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7376
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7376
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7311
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7311
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7283
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7283
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7267
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7267
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7228
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7228
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7223
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7223
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7200
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7200
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7193
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7193
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7190
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7190
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7180
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7180
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7147
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7147
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7131
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7131
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7111
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7111
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7103
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7103
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7102
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7102
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7010
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7010
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7007

Download SDF