Erycristagallin - Compound Card

Erycristagallin

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Erycristagallin

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavonoid
Canonical Smiles CC(=CCc1cc2c(cc1O)OCc1c2oc2c1ccc(c2CC=C(C)C)O)C
InChI InChI=1S/C25H26O4/c1-14(2)5-7-16-11-19-23(12-22(16)27)28-13-20-17-9-10-21(26)18(8-6-15(3)4)24(17)29-25(19)20/h5-6,9-12,26-27H,7-8,13H2,1-4H3
InChIKey VNTSSLCFFUCTNP-UHFFFAOYSA-N
Formula C25H26O4
HBA 4
HBD 2
MW 390.48
Rotatable Bonds 4
TPSA 62.83
LogP 6.42
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 390.18
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina abyssinica Leguminosae/Fabaceae Plantae 1237573
2 Erythrina abyssinica Leguminosae/Fabaceae Plantae 1237573
3 Erythrina caffra Leguminosae/Fabaceae Plantae 3842

Showing of synonyms

  • Yenesew A, Twinomuhwezi H, et al. (2009). 8-Methoxyneorautenol and radical scavenging flavonoids from Erythrina abyssinica.. Bulletin of the Chemical Society of Ethiopia,2009,23(2),205-210. [View] [PubMed]
  • Pillay CC, Jäger AK, et al. (2000). Cyclooxygenase inhibiting and anti-bacterial activities of South African Erythrina species. Journal of ethnopharmacology, 2000, 74(3), 231–237. [View]
  • Yenesew A, Derese S, et al. (2003). Flavonoids and isoflavonoids with antiplasmodial activities from the root bark of Erythrina abyssinica.. Planta Medica,2003,69(7),658-661. [View] [PubMed]
Pubchem: 10362969
Nmrshiftdb2: 60072080
Bindingdb: 50292388
CPRiL: 330302
Structure

SMILES: c1cccc(OC2)c1c(c2c34)oc3cccc4

Level: 0

Mol. Weight: 390.48 g/mol

Anti-plasmodial
Radical scavenging towards 2;2-diphenyl-1-picrylhydrazyl radical (dpph)

Absorption

Caco-2 (logPapp)
-4.89
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.68
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.16
Plasma Protein Binding
68.94
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.27
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.2
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.86
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.6
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-16.79
Rat (Acute)
1.84
Rat (Chronic Oral)
2.44
Fathead Minnow
5.82
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
495.31
Hydration Free Energy
-5.87
Log(D) at pH=7.4
4.23
Log(P)
6.8
Log S
-6.33
Log(Vapor Pressure)
-10.45
Melting Point
205.6
pKa Acid
9.71
pKa Basic
7.42
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9245
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9245
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8972
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8972
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8824
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8824
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8781
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8781
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8719
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8719
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8567
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8567
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8552
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8552
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8470
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8470
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8463
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8463
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8401
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8401
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8400
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8400
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8324
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8324
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.8242
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.8242
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8233
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8233
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8022
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8022
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7999
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7999
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7886
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7886
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7783
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7783
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7721
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7721
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7719
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7719
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7662
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7662
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7628
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7628
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7627
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7627
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7620
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7620
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7558
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7558
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7496
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7496
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7483
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7483
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7466
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7466
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7461
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7461
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7456
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7456
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7454
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7454
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7426
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7426
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7411
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7411
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7370
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7370
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7366
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7366
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7348
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7348
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7343
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7343
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7341
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7341
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7340
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7340
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7338
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7338
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7335
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7335
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7309
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7309
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7289
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7289
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7276
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7276
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7273
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7273
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7273
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7273
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7270
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7270
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7248
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 3 0.7248
Myosin light chain kinase family member 4 Q86YV6 MYLK4_HUMAN Homo sapiens 3 0.7247
Myosin light chain kinase family member 4 Q86YV6 MYLK4_HUMAN Homo sapiens 3 0.7247
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7235
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7235
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7232
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7232
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7197
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7197
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7186
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7186
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7185
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7185
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7184
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7184
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7171
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7171
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7163
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7163
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7157
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7157
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7147
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7147
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7145
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7145
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7140
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7140
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7121
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7121
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7118
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7118
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7109
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7109
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7098
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7098
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7081
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7081
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7033
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7033
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7022
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7022
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7019
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7019
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7019
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7019
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7012
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7012
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7010
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7010

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