Kaempferol 3-O-arabinofuranoside - Compound Card

Kaempferol 3-O-arabinofuranoside

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Kaempferol 3-O-arabinofuranoside

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Furanoside
Canonical Smiles OC[C@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(cc1)O
InChI InChI=1S/C20H18O10/c21-7-13-15(25)17(27)20(29-13)30-19-16(26)14-11(24)5-10(23)6-12(14)28-18(19)8-1-3-9(22)4-2-8/h1-6,13,15,17,20-25,27H,7H2/t13-,15+,17-,20+/m1/s1
InChIKey POQICXMTUPVZMX-WNJKXWAASA-N
Formula C20H18O10
HBA 10
HBD 6
MW 418.35
Rotatable Bonds 4
TPSA 170.05
LogP 0.39
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 418.09
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Xylopia parviflora Annonaceae Plantae 992813

Showing of synonyms

  • Tchinda AT, Agbor GA, et al. (2014). Antioxidant activity of flavonoids isolated from the fruits of Xylopia parviflora (A. Rich.) Benth.. International Journal of Pharmaceutical Sciences and Drug Research,2014, 6(4), 323-328. [View]
Pubchem: 5748554
Nmrshiftdb2: 70093453

No compound-protein relationship available.

Structure

SMILES: O1CCCC1Oc(c2=O)c(-c3ccccc3)oc(c24)cccc4

Level: 2

Mol. Weight: 418.35 g/mol

Structure

SMILES: O1CCCC1Oc(c2=O)coc(c23)cccc3

Level: 1

Mol. Weight: 418.35 g/mol

Structure

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

Level: 1

Mol. Weight: 418.35 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 418.35 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 418.35 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 418.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.43
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
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.98

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.970
Plasma Protein Binding
84.35
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
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
11.670
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.920
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.090
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.640
Micronucleos
Toxic
NR-AhR
Toxic
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
-33.160
Rat (Acute)
2.460
Rat (Chronic Oral)
3.480
Fathead Minnow
3.970
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
565.570
Hydration Free Energy
-8.100
Log(D) at pH=7.4
0.970
Log(P)
1.66
Log S
-4.18
Log(Vapor Pressure)
-10.34
Melting Point
218.54
pKa Acid
6.59
pKa Basic
5.6
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 0.9467
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9320
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.9025
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8950
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8946
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8797
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8727
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8699
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8651
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8541
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8541
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.8523
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8420
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8352
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8310
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8279
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8201
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8072
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8031
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7999
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7995
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7965
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7965
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7947
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7945
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7943
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7935
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7908
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7898
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7880
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7877
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 4 0.7840
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7831
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7811
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7796
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7787
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7763
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7747
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7737
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7718
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7695
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7684
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7677
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7640
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7630
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7606
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7570
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7569
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7549
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7516
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7511
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7493
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7492
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7464
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7461
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7436
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7433
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7411
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7361
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7336
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7322
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7322
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7298
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7273
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7271
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7252
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7243
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7200
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7191
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 3 0.7183
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7165
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7146
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7137
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 4 0.7123
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7110
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7101
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7089
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7081
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7079
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7074
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7057
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7034
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7032
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7031
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7030
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7009

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