Pseudarflavone A - Compound Card

Pseudarflavone A

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Pseudarflavone A

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1cc(=O)c2c(o1)c1ccc(=O)oc1cc2O
InChI InChI=1S/C18H10O6/c19-10-3-1-9(2-4-10)14-7-12(20)17-13(21)8-15-11(18(17)24-14)5-6-16(22)23-15/h1-8,19,21H
InChIKey VRLFDBYTNKPDBV-UHFFFAOYSA-N
Formula C18H10O6
HBA 6
HBD 2
MW 322.27
Rotatable Bonds 1
TPSA 100.88
LogP 2.98
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 322.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudarthria hookeri Leguminosae/Fabaceae Plantae 992776

Showing of synonyms

  • Tchamgoue J, Hafizur R, et al. (2016). Flavonoids and other constituents with insulin secretion activity from Pseudarthria hookeri. Phytochemistry Letters, 2016, 17, 181-186. [View]
Pubchem: 168438526

No compound-protein relationship available.

Structure

SMILES: c1cc(=O)oc(cc2)c1c(c23)oc(cc3=O)-c4ccccc4

Level: 1

Mol. Weight: 322.27 g/mol

Structure

SMILES: O=c1ccoc(c12)c3c(cc2)oc(=O)cc3

Level: 0

Mol. Weight: 322.27 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 322.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.760
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.460
Plasma Protein Binding
84.45
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.560
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.800
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.420
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.210
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.310
Rat (Acute)
2.540
Rat (Chronic Oral)
1.950
Fathead Minnow
4.930
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
527.520
Hydration Free Energy
-11.570
Log(D) at pH=7.4
2.810
Log(P)
2.49
Log S
-5.17
Log(Vapor Pressure)
-10.6
Melting Point
389.14
pKa Acid
8.6
pKa Basic
5.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9491
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.9477
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9455
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.9416
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9374
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9264
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.9221
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9185
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9177
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9176
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9127
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9127
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9057
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.9029
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8964
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8948
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8947
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8884
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8880
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8839
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8802
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8778
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8760
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8748
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8746
Cytochrome P450 1B1 Q16678 CP1B1_HUMAN Homo sapiens 3 0.8686
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8669
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8595
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8576
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8557
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8533
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8508
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8506
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8464
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8444
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8431
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8420
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8390
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8335
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8334
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8304
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.8285
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8252
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8239
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8186
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 3 0.8161
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8156
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8069
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8049
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 5 0.8019
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8016
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8002
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7987
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7984
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7967
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7892
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7885
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7882
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7845
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7839
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7835
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 3 0.7834
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7834
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7829
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7820
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7812
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7800
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7787
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7774
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7767
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7746
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7742
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 4 0.7708
Putative mitogen-activated protein kinase Q4QHJ8 Q4QHJ8_LEIMA Leishmania major 3 0.7674
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7661
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 4 0.7625
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.7609
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7608
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7590
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7586
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7560
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7551
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7519
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7497
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7488
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7470
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7468
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7466
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7460
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7459
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7459
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7457
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7439
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7438
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7422
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7422
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7422
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7418
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7403
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7396
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7382
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 4 0.7374
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7372
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7370
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7354
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7345
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7342
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 4 0.7318
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 4 0.7313
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7310
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7302
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7293
Ribosomal protein S6 kinase alpha-3 P51812 KS6A3_HUMAN Homo sapiens 4 0.7287
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7268
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7266
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7258
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7251
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 4 0.7242
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7242
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 4 0.7239
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7236
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7231
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7226
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7221
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7215
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7213
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7210
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7208
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 5 0.7206
Mitogen-activated protein kinase 7 Q13164 MK07_HUMAN Homo sapiens 4 0.7203
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7199
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7193
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7187
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7185
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7178
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7178
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7172
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7170
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7149
TGF-beta-activated kinase 1 and MAP3K7-binding protein 1 Q15750 TAB1_HUMAN Homo sapiens 3 0.7134
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 2 0.7126
Metallo-beta-lactamase L1 type 3 P52700 BLA1_STEMA Stenotrophomonas maltophilia 3 0.7119
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7119
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7118
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7117
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7117
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7116
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7112
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7099
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7088
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7084
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7075
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7072
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7070
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7066
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7064
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7059
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7056
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7054
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7052
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7045
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7042
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7037
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7020
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7016
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7014
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7009
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7005
DNA (cytosine-5)-methyltransferase 1 Q9AXT8 H32_ARATH Zea mays 3 0.7004

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