Erysacleuxin C - Compound Card

Erysacleuxin C

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Erysacleuxin C

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles COc1c(O)cc(cc1CC(=O)C(C)C)c1coc2c(c1=O)c(O)cc(c2)O
InChI InChI=1S/C21H20O7/c1-10(2)15(23)6-12-4-11(5-17(25)21(12)27-3)14-9-28-18-8-13(22)7-16(24)19(18)20(14)26/h4-5,7-10,22,24-25H,6H2,1-3H3
InChIKey WMOCPLJZYFSTET-UHFFFAOYSA-N
Formula C21H20O7
HBA 7
HBD 3
MW 384.38
Rotatable Bonds 5
TPSA 117.2
LogP 3.35
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 384.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina sacleuxii Leguminosae/Fabaceae Plantae 1899109

Showing of synonyms

  • Japheth OO, Gomotsang B, et al. (2020). Erysacleuxins C and D, new isoflavones from the twigs of Erythrina sacleuxii Hua and their cytotoxic activity. Arabian Journal of Chemistry, 13(2),2020, 4019-4023. [View]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)occ(c2=O)-c3ccccc3

Level: 1

Mol. Weight: 384.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 384.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 384.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.34
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.910
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.240
Plasma Protein Binding
87.48
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.170
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.100
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.000
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.270
Micronucleos
Toxic
NR-AhR
Toxic
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
Safe
T. Pyriformis
-3.900
Rat (Acute)
2.380
Rat (Chronic Oral)
3.050
Fathead Minnow
4.970
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
494.510
Hydration Free Energy
-9.000
Log(D) at pH=7.4
3.020
Log(P)
3.23
Log S
-6.14
Log(Vapor Pressure)
-8.92
Melting Point
227.85
pKa Acid
7.88
pKa Basic
5.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.9504
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9356
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9308
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9203
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.9099
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.9077
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.9069
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9056
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8997
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8916
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8902
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8894
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8846
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8822
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8822
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8748
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8718
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8713
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8699
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8671
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8619
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8597
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8592
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8549
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8533
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8525
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8449
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.8439
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8436
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8420
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8369
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8364
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8356
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8341
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8333
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 4 0.8304
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8259
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8242
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8209
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8205
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8182
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8178
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8173
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8151
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8149
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8147
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8098
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8086
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8065
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8023
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8017
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.8014
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7930
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7927
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7923
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.7904
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.7888
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7881
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7859
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7839
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7838
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7810
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7788
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7787
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7758
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7742
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7737
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7735
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7728
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7714
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7690
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7685
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7681
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7675
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7667
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7663
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7641
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7609
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7597
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7585
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7574
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7555
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7531
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7521
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7517
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7499
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7482
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7482
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7476
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7476
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7475
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7474
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7462
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7439
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7428
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7424
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7421
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7407
Bromodomain protein, putative Q8I240 Q8I240_PLAF7 Plasmodium falciparum 4 0.7396
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7392
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7390
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7389
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7382
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7364
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7351
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7335
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7334
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7332
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7321
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7318
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7305
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7302
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7301
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7295
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7276
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7274
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7273
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 3 0.7271
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7269
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7252
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7252
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7252
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7225
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7212
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7212
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7204
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7202
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7196
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7194
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7188
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7187
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7183
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7176
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7172
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7164
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7161
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7160
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7151
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7139
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7138
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7097
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7094
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 4 0.7083
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7072
Virginiamycin A acetyltransferase P26839 VATA_STAAU Staphylococcus aureus 3 0.7064
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7063
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7058
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 4 0.7051
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7049
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7021
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7019
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7018
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 4 0.7012
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7005
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7005
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7004
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7003

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