Bidwillon A - Compound Card

Bidwillon A

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Bidwillon A

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles CC(=CCc1cc2C(=O)C(COc2c(c1O)CC=C(C)C)c1ccc(cc1O)O)C
InChI InChI=1S/C25H28O5/c1-14(2)5-7-16-11-20-24(29)21(18-10-8-17(26)12-22(18)27)13-30-25(20)19(23(16)28)9-6-15(3)4/h5-6,8,10-12,21,26-28H,7,9,13H2,1-4H3
InChIKey QUBRRXBPXPHDJO-UHFFFAOYSA-N
Formula C25H28O5
HBA 5
HBD 3
MW 408.49
Rotatable Bonds 5
TPSA 86.99
LogP 5.18
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 408.19
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina burttii Leguminosae/Fabaceae Plantae 2590687
2 Erythrina burttii Leguminosae/Fabaceae Plantae 2590687

Showing of synonyms

  • Yenesew A, Derese S, et al. (2005). Antimicrobial flavonoids from the stem bark of Erythrina burttii.. Fitoterapia,2005,76(5),469-472. [View] [PubMed]
  • Yenesew A, Midiwo JO, et al. (1998). Two prenylated flavanones from stem bark of Erythrina burttii. Phytochemistry,1998,48(8),1489-1443. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OCC(C2=O)c3ccccc3

Level: 1

Mol. Weight: 408.49 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 408.49 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 408.49 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.85
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.99
Plasma Protein Binding
52.47
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
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.76
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.12
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.06
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.03
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-14.44
Rat (Acute)
1.91
Rat (Chronic Oral)
2.46
Fathead Minnow
5.29
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
489.65
Hydration Free Energy
-5.97
Log(D) at pH=7.4
3.76
Log(P)
5.46
Log S
-5.32
Log(Vapor Pressure)
-10.04
Melting Point
178.32
pKa Acid
7.85
pKa Basic
6.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9395
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9395
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.9388
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.9388
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9304
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9304
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9120
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9120
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9040
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9040
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8995
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8995
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8939
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8939
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8822
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8822
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8789
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8789
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8776
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8776
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8726
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8726
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8684
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8684
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8595
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8595
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8479
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8479
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8468
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8468
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8418
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8418
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8411
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8411
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8396
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8396
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8392
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8392
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8387
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8387
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8368
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8368
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8313
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8313
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8303
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8303
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8260
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8260
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8248
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8248
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8133
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8133
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8068
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8068
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8018
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8018
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8000
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8000
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7970
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7970
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7954
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7954
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7942
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7942
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7938
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7938
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7935
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7935
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7924
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7924
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7917
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7917
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7890
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7890
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7857
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7857
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 4 0.7828
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 4 0.7828
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7798
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7798
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7725
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7725
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7719
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7719
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7644
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7644
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7622
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7622
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7621
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7621
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7563
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7563
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7511
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7511
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7503
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7503
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7483
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7483
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7476
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7476
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7468
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7468
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7459
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7459
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7446
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7446
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7347
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7347
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7336
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7336
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7310
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7310
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7297
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7297
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7252
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7252
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7243
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7243
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7226
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7226
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7221
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7221
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7216
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7216
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7207
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7207
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7205
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7205
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7190
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7190
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7180
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7180
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7168
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7168
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7143
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7143
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7142
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7142
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 3 0.7127
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 3 0.7127
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7118
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7118
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7107
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7107
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7079
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7079
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7067
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7067
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7055
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7055
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7055
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7055
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7045
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7045
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7036
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7036
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7016
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7016
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7013
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7013
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7007
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7007
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7005
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7005

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