5,7,4'-trihydroxy-3,6,8,3',5'-pentamethoxyflavone - Compound Card

5,7,4'-trihydroxy-3,6,8,3',5'-pentamethoxyflavone

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5,7,4'-trihydroxy-3,6,8,3',5'-pentamethoxyflavone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles c1(c(c(c2c(c1OC)oc(c(c2=O)OC)c1cc(c(c(c1)OC)O)OC)O)OC)O
InChI InChI=1S/C20H20O10/c1-25-9-6-8(7-10(26-2)12(9)21)16-19(28-4)14(23)11-13(22)18(27-3)15(24)20(29-5)17(11)30-16/h6-7,21-22,24H,1-5H3
InChIKey DOUSAHOSFHEMPA-UHFFFAOYSA-N
Formula C20H20O10
HBA 10
HBD 3
MW 420.37
Rotatable Bonds 6
TPSA 137.05
LogP 2.62
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 420.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Conyza pyrrhopappa Asteraceae Plantae 72919

Showing of synonyms

  • Bitchagno GTM, Schüffler A, et al. (2021). Neo-clerodane diterpenoids from Conyza pyrrhopappa Sch.Bip. ex A.Rich.. Nat Prod Res. 2021, 35(19),3210-3219. [View] [PubMed]
Pubchem: 21676159
Nmrshiftdb2: 60065737

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 420.37 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 420.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 420.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.64
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.09
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.57

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.19
Plasma Protein Binding
66.83
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.7
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.57
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.43
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.74
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
-19.93
Rat (Acute)
2.36
Rat (Chronic Oral)
3.1
Fathead Minnow
4.94
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
501.72
Hydration Free Energy
-7.7
Log(D) at pH=7.4
3.2
Log(P)
2.13
Log S
-4.85
Log(Vapor Pressure)
-7.74
Melting Point
184.76
pKa Acid
7.04
pKa Basic
0.96
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9392
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9208
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9141
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.9064
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8942
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8900
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8876
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8825
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8726
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8694
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8635
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8632
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8590
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 4 0.8586
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8574
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8537
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8531
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8520
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8511
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8500
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8495
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8471
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8451
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8440
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8422
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8414
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8402
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8380
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8379
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8353
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8309
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8303
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8291
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8272
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8271
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8242
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8220
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8185
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8174
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8168
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8158
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8137
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8111
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8101
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8087
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8078
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.8055
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.8047
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8042
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8019
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7970
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7965
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.7946
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7941
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7939
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7910
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7909
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7905
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7875
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7863
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7842
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7832
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7813
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7794
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7780
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7771
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7758
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7752
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7747
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7734
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7706
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 6 0.7696
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7678
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7677
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7668
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7656
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7632
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7617
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7582
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7573
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7569
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7523
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7513
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7506
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 4 0.7501
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7425
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7424
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7412
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7411
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7407
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7404
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7391
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7371
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7362
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7358
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7348
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.7321
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 4 0.7306
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7297
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7274
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7262
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7261
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7243
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7235
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7234
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7233
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7229
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7215
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7213
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7204
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7188
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7167
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7165
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7146
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7145
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7129
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7124
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7118
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7111
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7094
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7090
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7090
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7067
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7060
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7059
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7052
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7048
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7041
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7032
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7031
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7018
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7009

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