Kaempferol 3-rutinoside - Compound Card

Kaempferol 3-rutinoside

Select a section from the left sidebar

Kaempferol 3-rutinoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1OC(CO[C@@H]2OC(C)[C@@H](C([C@@H]2O)O)O)[C@H]([C@@H](C1O)O)O)O
InChI InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9?,15?,17-,18+,20?,21-,22-,23?,26+,27-/m0/s1
InChIKey RTATXGUCZHCSNG-ASPLIMGOSA-N
Formula C27H30O15
HBA 15
HBD 9
MW 594.52
Rotatable Bonds 6
TPSA 249.2
LogP -1.39
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 594.16
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Bupleurum fruticosum Apiaceae Plantae 48103

Showing of synonyms

  • 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]
Pubchem: 162951787

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 594.52 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 594.52 g/mol

Structure

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

Level: 2

Mol. Weight: 594.52 g/mol

Structure

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

Level: 1

Mol. Weight: 594.52 g/mol

Structure

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

Level: 1

Mol. Weight: 594.52 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 594.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 594.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 594.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 594.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.400
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
6.17

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.830
Plasma Protein Binding
51.87
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
11.880
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.190
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.940
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.400
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
-9038.030
Rat (Acute)
2.290
Rat (Chronic Oral)
4.540
Fathead Minnow
19.920
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
533.510
Hydration Free Energy
-3.120
Log(D) at pH=7.4
-0.400
Log(P)
0.32
Log S
-4.29
Log(Vapor Pressure)
-12.63
Melting Point
209.55
pKa Acid
3.92
pKa Basic
7.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9774
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9774
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9324
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9324
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9206
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9206
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9199
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9199
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8957
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8957
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8933
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8933
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8901
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8901
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8684
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8684
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8658
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8658
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8598
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8598
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8531
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8531
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8499
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8499
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8482
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8482
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8448
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8448
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8404
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8404
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8387
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8387
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8375
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8375
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8322
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8322
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8319
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8319
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8182
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8182
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8144
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8144
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8116
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8116
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8089
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8089
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8062
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8062
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8030
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8030
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8000
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8000
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7887
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7887
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7884
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7884
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7880
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7880
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7875
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7875
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7827
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7827
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7819
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7819
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7788
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7788
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7754
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7754
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7715
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7715
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7688
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7688
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7624
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7624
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7608
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7608
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7584
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7584
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7578
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7578
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7525
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7525
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7516
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7516
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7508
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7508
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7486
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7486
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7480
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7480
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7471
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7471
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7459
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7459
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 5 0.7392
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 5 0.7392
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7382
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7382
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7351
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7351
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7327
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7327
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7298
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7298
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7283
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7283
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7246
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7246
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 4 0.7245
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 4 0.7245
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7201
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7201
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7196
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7196
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7167
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7167
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7164
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7164
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7162
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7162
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7159
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7159
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7146
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7146
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7139
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7139
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7108
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7108
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7105
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7105
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7104
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7104
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7099
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7099
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7088
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7088
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7085
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7085
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7085
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7085
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7078
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7078
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7076
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7076
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7061
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7061
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7035
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7035
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7034
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7034
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7014
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7014
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7007
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7007
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7002
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7002

Download SDF