Kaempferol-3-O-{[beta-D-xylopyranosyl(1→3)-alpha-L-rhamnopyranosyl(1→6)]}-beta-D-galactopyranoside - Compound Card

Kaempferol-3-O-{[beta-D-xylopyranosyl(1→3)-alpha-L-rhamnopyranosyl(1→6)]}-beta-D-galactopyranoside

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Kaempferol-3-O-{[beta-D-xylopyranosyl(1→3)-alpha-L-rhamnopyranosyl(1→6)]}-beta-D-galactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1OC1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O[C@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C32H38O19/c1-10-19(37)28(50-30-24(42)20(38)15(36)8-45-30)26(44)31(47-10)46-9-17-21(39)23(41)25(43)32(49-17)51-29-22(40)18-14(35)6-13(34)7-16(18)48-27(29)11-2-4-12(33)5-3-11/h2-7,10,15,17,19-21,23-26,28,30-39,41-44H,8-9H2,1H3/t10-,15+,17+,19-,20-,21-,23-,24+,25+,26+,28+,30+,31+,32?/m0/s1
InChIKey PHKFQMUSOLODBO-WZHRGYEOSA-N
Formula C32H38O19
HBA 19
HBD 11
MW 726.64
Rotatable Bonds 8
TPSA 308.12
LogP -2.93
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 51
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 726.2
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Astragalus caprinus Leguminosae/Fabaceae Plantae 1042474

Showing of synonyms

  • Semmar N, Jay M, et al. (2005). Chemotaxonomic analysis of Astragalus caprinus (Fabaceae) basedon the flavonic patterns. Biochemical Systematics and Ecology, 2005, 33(2), 187-200. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 726.64 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 726.64 g/mol

Structure

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

Level: 3

Mol. Weight: 726.64 g/mol

Structure

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

Level: 2

Mol. Weight: 726.64 g/mol

Structure

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

Level: 2

Mol. Weight: 726.64 g/mol

Structure

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 726.64 g/mol

Structure

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

Level: 1

Mol. Weight: 726.64 g/mol

Structure

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

Level: 1

Mol. Weight: 726.64 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 726.64 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 726.64 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 726.64 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 726.64 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 726.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.64
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-3.000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
414.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.770
Plasma Protein Binding
55.27
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
9.560
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-5.950
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.740
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.850
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
-747653.630
Rat (Acute)
2.410
Rat (Chronic Oral)
4.900
Fathead Minnow
953.960
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
76240.420
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-1.080
Log(P)
-0.91
Log S
-4.39
Log(Vapor Pressure)
-2527.08
Melting Point
222.9
pKa Acid
-2.64
pKa Basic
5.88
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
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9427
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9250
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9020
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8964
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8866
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8774
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8738
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8612
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8482
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8299
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8187
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8121
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8081
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8070
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8040
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8039
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8027
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7988
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7911
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7888
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7888
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7830
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7807
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7794
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7788
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7769
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7739
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7728
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7723
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7721
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7685
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7671
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7631
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7618
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7610
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7490
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7477
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7469
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7441
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7416
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7370
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7291
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7273
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7270
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7250
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7246
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7232
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7232
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7224
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7132
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7132
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7115
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7112
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7112
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7109
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7081
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7074
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7037
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7031
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7013

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