2',4'-dihydroxy-6'-methoxydihydrochalcone - Compound Card

2',4'-dihydroxy-6'-methoxydihydrochalcone

Select a section from the left sidebar

2',4'-dihydroxy-6'-methoxydihydrochalcone

Structure
Zoomed Structure
  • Family: Polygonaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COC1=CC(=CC(C1C(=O)/C=C/c1ccccc1)O)O
InChI InChI=1S/C16H16O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,14,16-17,19H,1H3/b8-7+
InChIKey CRVJURXVQBYDTF-BQYQJAHWSA-N
Formula C16H16O4
HBA 4
HBD 2
MW 272.3
Rotatable Bonds 4
TPSA 66.76
LogP 2.23
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 272.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Polygonum senegalense Polygonaceae Plantae 471708

Showing of synonyms

  • Midiwo JO, Gikonyo NK, et al. (1992). Flavonoids of Polygonum senegalense (Meisn) Part II: More surface and internal tissue flavonoid aglycones.. Bulletin of the Chemical Society of Ethiopia,1992,6(2),119-122. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1C=CC=CC1C(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 210.28 g/mol

Structure

SMILES: C1=CCCC=C1

Level: 0

Mol. Weight: 80.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.820
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.630
Plasma Protein Binding
19.39
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
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
4.920
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.420
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.350
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.160
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
2.970
Rat (Acute)
2.500
Rat (Chronic Oral)
2.850
Fathead Minnow
4.320
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
360.970
Hydration Free Energy
-12.140
Log(D) at pH=7.4
0.910
Log(P)
1.79
Log S
-2.77
Log(Vapor Pressure)
-6.6
Melting Point
138.87
pKa Acid
8.02
pKa Basic
2.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protein UshA P07024 USHA_ECOLI Escherichia coli 3 0.9065
Protein UshA P07024 USHA_ECOLI Escherichia coli 3 0.9065
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8871
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8871
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8813
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8813
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8470
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8470
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8435
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8435
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8382
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8382
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7983
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7983
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7945
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7945
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7841
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7841
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7744
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7744
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7705
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7705
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7683
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7683
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7603
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7603
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7593
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7593
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7589
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7589
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7586
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7586
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7565
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7565
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7519
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7519
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7498
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7498
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7388
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7388
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7386
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7386
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7364
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7364
L-glutamine synthetase Q1QZR8 Q1QZR8_CHRSD Chromohalobacter salexigens 3 0.7357
L-glutamine synthetase Q1QZR8 Q1QZR8_CHRSD Chromohalobacter salexigens 3 0.7357
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7356
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7356
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7350
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7350
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7348
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7348
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7332
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7332
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7277
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7277
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7252
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 2 0.7252
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7230
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7230
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7225
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7225
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7224
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7224
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7215
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7215
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7214
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7214
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7213
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7213
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 2 0.7211
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 2 0.7211
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7202
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7202
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7192
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7192
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7188
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7188
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7168
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7168
Adenosine 5'-monophosphoramidase HINT1 P49773 HINT1_HUMAN Homo sapiens 3 0.7146
Adenosine 5'-monophosphoramidase HINT1 P49773 HINT1_HUMAN Homo sapiens 3 0.7146
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7143
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7143
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7133
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7133
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7106
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7106
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7100
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7100
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7099
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7099
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7094
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7094
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7083
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7083
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7082
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7082
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7075
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7075
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7071
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7071
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7055
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7055
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7055
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7055
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7041
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7041
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 2 0.7031
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 2 0.7031
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7030
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7030
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7023
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7023
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 2 0.7023
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 2 0.7023
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7012
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7012

Download SDF