Kaempferol 3-O-beta-D-glucuronic acid 6"-ethyl ester - Compound Card

Kaempferol 3-O-beta-D-glucuronic acid 6"-ethyl ester

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Kaempferol 3-O-beta-D-glucuronic acid 6"-ethyl ester

Structure
Zoomed Structure
  • Family: Tamaricaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles CCOC(=O)[C@@H]1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C23H22O12/c1-2-32-22(31)21-17(29)16(28)18(30)23(35-21)34-20-15(27)14-12(26)7-11(25)8-13(14)33-19(20)9-3-5-10(24)6-4-9/h3-8,16-18,21,23-26,28-30H,2H2,1H3/t16-,17-,18+,21-,23+/m1/s1
InChIKey YRZVQHMIYVCUGI-ACJCWMFTSA-N
Formula C23H22O12
HBA 12
HBD 6
MW 490.42
Rotatable Bonds 5
TPSA 196.35
LogP 0.33
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 490.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix nilotica Tamaricaceae Plantae 189799

Showing of synonyms

  • Nawwar M, Souleman A, et al. (1984). Flavonoids of The Flowers of Tamarix nilotica. Phytochemistry,1984,23(10),2347–2349. [View]

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 322.36 g/mol

Structure

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

Level: 1

Mol. Weight: 246.26 g/mol

Structure

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

Level: 1

Mol. Weight: 222.24 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.15
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
79.9
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
13.58
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.99
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.18
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.89
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
-286.51
Rat (Acute)
2.29
Rat (Chronic Oral)
4.13
Fathead Minnow
4.1
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
605.9
Hydration Free Energy
-3.77
Log(D) at pH=7.4
1.29
Log(P)
1.76
Log S
-4.61
Log(Vapor Pressure)
-11.16
Melting Point
192.57
pKa Acid
5.52
pKa Basic
5.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9771
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9513
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9302
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9108
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8994
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8994
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8954
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8913
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8704
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8621
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8552
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8479
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8315
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8292
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8272
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8092
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8022
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8005
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7987
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7961
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7938
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7897
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7818
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7810
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7794
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7783
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7766
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7740
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7683
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7619
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7570
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7507
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7414
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7376
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.7364
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7345
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7343
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7340
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7326
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7302
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7300
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7278
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7232
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7218
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7201
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7139
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7137
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7135
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7101
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7098
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7068
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7063
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 2 0.7056
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7049
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7027
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7023
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7020
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7019
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7004

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