Kaempferol 3-O-(2''-sulphatogalactopyranoside) - Compound Card

Kaempferol 3-O-(2''-sulphatogalactopyranoside)

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Kaempferol 3-O-(2''-sulphatogalactopyranoside)

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OCC1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)C([C@H]([C@H]1O)O)OS(=O)(=O)O[Na]
InChI InChI=1S/C21H20O14S.Na/c22-7-13-15(26)17(28)20(35-36(29,30)31)21(33-13)34-19-16(27)14-11(25)5-10(24)6-12(14)32-18(19)8-1-3-9(23)4-2-8;/h1-6,13,15,17,20-26,28H,7H2,(H,29,30,31);/q;+1/p-1/t13?,15-,17-,20?,21-;/m0./s1
InChIKey DSUOVIRPFDLHQP-KZJUOFPXSA-M
Formula C21H19NaO14S
HBA 14
HBD 6
MW 550.43
Rotatable Bonds 7
TPSA 222.65
LogP -0.88
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 550.04
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Harpephyllum caffrum Anacardiaceae Plantae 289712

Showing of synonyms

  • Nawwar M, Hussein S, et al. (2011). Constitutive phenolics of Harpephyllum caffrum (Anacardiaceae) and their biological effects on human keratinocytes. Fitoterapia,2011,82(8),1265-1271. [View] [PubMed]
Pubchem: 162874170

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 550.43 g/mol

Structure

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

Level: 1

Mol. Weight: 550.43 g/mol

Structure

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

Level: 1

Mol. Weight: 550.43 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 550.43 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 550.43 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 550.43 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-5.56
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.02
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.17
Plasma Protein Binding
22.68
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.01
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.44
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.63
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
8.77
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
-635.0
Rat (Acute)
2.22
Rat (Chronic Oral)
2.33
Fathead Minnow
5.27
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
600.46
Hydration Free Energy
-2.94
Log(D) at pH=7.4
-0.83
Log(P)
1.53
Log S
-1.91
Log(Vapor Pressure)
-9.82
Melting Point
174.99
pKa Acid
5.14
pKa Basic
5.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8855
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8855
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8718
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8718
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8511
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8511
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 3 0.8502
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 3 0.8502
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8392
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8392
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8385
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8385
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8179
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8179
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8036
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8036
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8007
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8007
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7840
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7840
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7714
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7714
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7601
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7601
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7592
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7453
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7453
Isocitrate/homoisocitrate dehydrogenase Q5SIJ1 HICDH_THET8 Thermus thermophilus 3 0.7405
Isocitrate/homoisocitrate dehydrogenase Q5SIJ1 HICDH_THET8 Thermus thermophilus 3 0.7405
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7367
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7367
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7232
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7232
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7215
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7215
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7180
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7180
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7140
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7140
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7137
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7137
Hydroxymethylglutaryl-CoA synthase Q9FD71 HMGCS_ENTFL Enterococcus faecalis 2 0.7128
Hydroxymethylglutaryl-CoA synthase Q9FD71 HMGCS_ENTFL Enterococcus faecalis 2 0.7128
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7027
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7027

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