Kaempferol galloylhexoside - Compound Card

Kaempferol galloylhexoside

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Kaempferol galloylhexoside

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles Oc1ccc(cc1)C1=C(OC2OC(COC(=O)c3cc(O)c(c(c3)O)O)C(C(C2O)O)O)C(=O)c2c(C1)cc(O)cc2O
InChI InChI=1S/C29H26O14/c30-14-3-1-11(2-4-14)16-6-12-5-15(31)9-17(32)21(12)24(37)27(16)43-29-26(39)25(38)23(36)20(42-29)10-41-28(40)13-7-18(33)22(35)19(34)8-13/h1-5,7-9,20,23,25-26,29-36,38-39H,6,10H2
InChIKey IAQAUMVZDLSVFE-UHFFFAOYSA-N
Formula C29H26O14
HBA 14
HBD 9
MW 598.51
Rotatable Bonds 6
TPSA 243.9
LogP 0.75
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 598.13
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix articulata Tamaricaceae Plantae 189786

Showing of synonyms

  • Shaalan Y.M, Handoussa H, et al. (2018). Destabilizing the interplay between miR-1275 and IGF2BPs by Tamarix articulata and quercetin in hepatocellular carcinoma. Nat Prod Res,2018,32(18),2217-2220. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(C3=O)=C(c4ccccc4)Cc(c35)cccc5

Level: 3

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(C3=O)=CCc(c34)cccc4

Level: 2

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1cccc(c12)CC(c3ccccc3)=C(C2=O)OC4CCCCO4

Level: 2

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1cccc(c12)CC=C(C2=O)OC3CCCCO3

Level: 1

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1cccc(c12)CC(=CC2=O)c3ccccc3

Level: 1

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1cccc(c12)CC=CC2=O

Level: 0

Mol. Weight: 598.51 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 598.51 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 598.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.91
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.290
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
8.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.730
Plasma Protein Binding
20.37
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
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
13.620
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.160
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.820
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.980
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
-14367.660
Rat (Acute)
2.440
Rat (Chronic Oral)
4.510
Fathead Minnow
34.420
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
487.470
Hydration Free Energy
-3.130
Log(D) at pH=7.4
0.980
Log(P)
1.46
Log S
-4.97
Log(Vapor Pressure)
-14.59
Melting Point
217.41
pKa Acid
5.02
pKa Basic
7.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9856
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9445
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9280
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9187
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9165
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9043
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9007
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8852
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8752
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8745
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8740
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8682
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8663
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8662
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8656
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8649
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8498
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8490
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8483
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8465
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8429
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8423
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8416
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8354
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8331
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8324
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8289
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8208
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8198
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8181
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8165
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8160
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8150
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8140
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8096
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8085
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8064
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8025
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8007
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7971
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7956
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7907
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7882
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7880
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7863
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7824
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7806
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7794
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7792
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7787
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7783
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7768
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7759
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7755
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7755
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7730
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7718
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7717
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7712
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7690
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7689
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7654
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7631
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7622
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7589
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7543
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7538
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7537
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7534
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7521
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7504
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7487
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7481
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7449
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7445
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7421
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7420
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7419
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7418
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7404
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7391
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7359
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7358
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7356
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7335
Iron-uptake system-binding protein P40409 FEUA_BACSU Bacillus subtilis 4 0.7328
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7328
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7315
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7295
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7293
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7290
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7282
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7262
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7259
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7248
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7248
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7239
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7223
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7210
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7195
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7187
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7183
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7182
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7174
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 4 0.7171
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7166
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7161
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7145
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7143
Seed lectin subunit I P05045 LEC1_VIGUC Vigna unguiculata subsp. cylindrica 3 0.7139
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7135
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7131
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7130
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7099
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7092
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7081
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7077
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7076
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7074
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7069
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7046
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7003
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7001
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7000

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