Kaempferol 3-O-galactoside - Compound Card

Kaempferol 3-O-galactoside

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Kaempferol 3-O-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OCC1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)C(C([C@H]1O)O)O
InChI InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13?,15-,17?,18?,21+/m0/s1
InChIKey JPUKWEQWGBDDQB-DHTVHLPASA-N
Formula C21H20O11
HBA 11
HBD 7
MW 448.38
Rotatable Bonds 4
TPSA 190.28
LogP -0.24
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 448.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Harpephyllum caffrum Anacardiaceae Plantae 289712
2 Epilobium hirsutum Onagraceae Plantae 210355
3 Bupleurum fruticosum Apiaceae Plantae 48103

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]
  • Bencheraiet R, Kabouche A, et al. (2012). Flavonol 3-O-glycosides from three Algerian Bupleurum species. Records of Natural Products,2012,6(2),171-174. [View]
  • Barakat HH, Hussein SAM, et al. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry,1997,46(5),935-941. [View]
Pubchem: 44258736
Chebi: 168037

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 448.38 g/mol

Structure

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

Level: 1

Mol. Weight: 448.38 g/mol

Structure

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

Level: 1

Mol. Weight: 448.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 448.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 448.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 448.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.3
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.54
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
66.37
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
11.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.63
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.08
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.61
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
-72.71
Rat (Acute)
2.41
Rat (Chronic Oral)
3.75
Fathead Minnow
3.99
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
600.77
Hydration Free Energy
-5.35
Log(D) at pH=7.4
0.31
Log(P)
1.2
Log S
-4.14
Log(Vapor Pressure)
-11.04
Melting Point
211.08
pKa Acid
5.79
pKa Basic
7.05
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9438
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9438
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9258
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9258
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8946
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8946
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8913
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8913
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8850
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8850
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8778
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8778
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8753
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8753
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8742
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8742
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8623
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8623
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8570
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8570
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8545
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8545
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8523
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8523
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8292
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8292
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8269
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8269
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8264
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8264
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8249
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8249
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8098
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8098
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8018
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8018
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7929
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7929
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7897
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7897
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7880
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7880
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7835
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7835
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7804
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7804
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7767
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7767
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7735
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7735
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7733
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7733
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7715
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7715
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7700
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7700
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7688
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7688
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7671
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7671
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7641
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7641
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7637
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7637
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7637
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7637
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7633
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7633
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7627
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7627
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7621
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7621
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7599
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7599
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7558
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7558
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.7500
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.7500
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7498
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7498
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7480
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7480
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7475
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7475
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7457
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7457
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7452
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7452
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7378
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7378
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7348
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7348
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7329
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7329
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7312
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7312
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7284
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7284
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7258
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7258
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7254
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7254
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7253
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7253
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7253
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7253
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7234
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7234
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7221
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7221
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7219
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7219
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7212
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7212
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7197
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7197
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7197
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7197
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7160
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7160
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7159
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7159
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7149
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7149
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 4 0.7124
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 4 0.7124
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7098
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7098
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7061
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7061
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7035
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7035
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7032
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7032
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7030
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7030

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