Kaempferol-3-rutinoside - Compound Card

Kaempferol-3-rutinoside

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Kaempferol-3-rutinoside

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • 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@H](C2O)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-TYSPDFDMSA-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 Cleome species Capparaceae Plantae 25782

Showing of synonyms

  • Sharaf M, El-Ansari MA, et al. (1997). Flavonoids of four Cleome and three Capparis species.. Biochemical Systematics and Ecology,1997,25(2),161-166. [View]
Pubchem: 24211973
Nmrshiftdb2: 80011390

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)
-6.58
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
51.52
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
11.900
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.150
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
-9038.220
Rat (Acute)
2.280
Rat (Chronic Oral)
4.540
Fathead Minnow
19.940
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
533.110
Hydration Free Energy
-3.120
Log(D) at pH=7.4
-0.360
Log(P)
0.26
Log S
-4.29
Log(Vapor Pressure)
-12.59
Melting Point
212.3
pKa Acid
3.94
pKa Basic
7.08
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9768
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9768
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9476
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9476
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9303
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9303
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9071
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9071
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8956
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8956
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8920
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8920
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.8865
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.8865
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8827
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8827
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8777
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8777
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8705
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8705
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8551
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8551
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8528
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8528
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8512
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8512
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8496
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8496
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8396
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8396
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8321
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8321
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8301
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8301
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8287
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8287
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8265
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8265
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8221
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8221
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8194
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8194
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8190
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8127
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8127
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8088
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8088
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8078
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8078
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8069
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8069
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7940
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7940
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7929
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7929
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7891
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7891
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7832
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7832
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7824
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7824
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7800
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7800
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7795
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7795
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7784
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7784
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7773
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7773
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7751
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7751
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7709
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7709
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7701
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7701
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7687
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7687
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7675
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7675
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7619
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7619
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7610
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7610
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7598
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7598
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7586
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7586
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7543
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7543
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7524
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7524
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7500
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7500
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7481
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7481
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7458
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7458
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7397
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7397
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7384
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7384
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7374
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7374
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7372
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7372
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7319
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7319
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7311
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7311
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7302
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7302
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7295
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7295
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7234
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7234
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7229
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7229
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7228
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7228
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7206
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7206
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7196
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7196
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7188
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7188
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7184
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7184
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7179
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7179
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7157
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7157
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7142
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7142
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7140
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7140
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7136
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7136
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7124
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7124
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7099
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7099
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7080
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7080
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7074
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7074
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7054
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7054
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7045
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7045
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7037
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7037
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7037
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7037
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7037
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7037
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7028
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7028
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7012
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7012

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