Kaempferol glucuronide - Compound Card

Kaempferol glucuronide

Select a section from the left sidebar

Kaempferol glucuronide

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles Oc1ccc(cc1)c1oc2cc(O)cc(c2c(=O)c1OC1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)17-18(13(25)12-10(24)5-9(23)6-11(12)31-17)32-21-16(28)14(26)15(27)19(33-21)20(29)30/h1-6,14-16,19,21-24,26-28H,(H,29,30)/t14-,15-,16+,19-,21?/m0/s1
InChIKey FNTJVYCFNVUBOL-MBIBTLSJSA-N
Formula C21H18O12
HBA 11
HBD 7
MW 462.36
Rotatable Bonds 4
TPSA 207.35
LogP -0.15
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 462.08
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Eucalyptus camaledulensis Myrtaceae Plantae 34316
2 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]
  • Singab A-N, Ayoub N, et al. (2011). Phenolic Constituents of Eucalyptus camaldulensis Dehnh, with Potential Antioxidant and Cytotoxic Activities. Records of Natural Products,2011,5(4),271-280. [View]
Pubchem: 22846027
Chebi: 189575
Nmrshiftdb2: 60029683
CPRiL: 450092
Structure

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

Level: 2

Mol. Weight: 462.36 g/mol

Structure

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

Level: 1

Mol. Weight: 462.36 g/mol

Structure

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

Level: 1

Mol. Weight: 462.36 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 462.36 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.36 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.93
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.510
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
77.64
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
10.250
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.840
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.180
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.150
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
-103.020
Rat (Acute)
2.270
Rat (Chronic Oral)
4.270
Fathead Minnow
4.000
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
639.920
Hydration Free Energy
-4.610
Log(D) at pH=7.4
-1.150
Log(P)
1.08
Log S
-3.9
Log(Vapor Pressure)
-12.46
Melting Point
217.37
pKa Acid
3.99
pKa Basic
6.98
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9752
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9437
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9249
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.9071
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9036
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8926
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8907
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8786
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8587
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 3 0.8549
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8528
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8204
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8155
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8141
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7923
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7886
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7869
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7828
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7811
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7785
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7780
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7723
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.7602
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7572
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7566
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7540
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7512
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.7498
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7479
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7471
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7443
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7412
Cell division protein FtsZ P9WN95 FTSZ_MYCTU Mycobacterium tuberculosis 4 0.7397
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7356
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7321
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7268
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7243
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7222
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7211
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7143
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7133
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7118
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7105
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7051
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7034
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7028
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7020
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7018
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7014
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7011

Download SDF