Erysenegalensein M - Compound Card

Erysenegalensein M

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Erysenegalensein M

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone
Canonical Smiles CC(=C)C(Cc1c2OC(C)(C)C=Cc2c(c2c1occ(c2=O)c1ccc(cc1)O)O)O
InChI InChI=1S/C25H24O6/c1-13(2)19(27)11-17-23-16(9-10-25(3,4)31-23)21(28)20-22(29)18(12-30-24(17)20)14-5-7-15(26)8-6-14/h5-10,12,19,26-28H,1,11H2,2-4H3
InChIKey KWRHIVVLDZCPHZ-UHFFFAOYSA-N
Formula C25H24O6
HBA 6
HBD 3
MW 420.46
Rotatable Bonds 4
TPSA 100.13
LogP 4.53
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 420.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina mildbraedii Leguminosae/Fabaceae Plantae 2708827
2 Erythrina addisoniae Leguminosae/Fabaceae Plantae 2590682

Showing of synonyms

  • Tchokouaha RF, Alexi X, et al. (2010). Erymildbraedin A and B, two novel cytotoxic dimethylpyrano-isoflavones from the stem bark of Erythrina mildbraedii: evaluation of their activity toward endocrine cancer cells.. Journal of enzyme inhibition and medicinal chemistry,2010, 25(2), 228-233. [View] [PubMed]
  • Nguyen PH, Na M, et al. (2010). New stilbenoid with inhibitory activity on viral neuraminidases from Erythrina addisoniae.. Bioorganic & medicinal chemistry letters,2010, 20(22), 6430-6434. [View] [PubMed]
Pubchem: 14704591
Chebi: 178573

No compound-protein relationship available.

Structure

SMILES: O1CC=Cc(c2)c1cc(c23)occ(c3=O)-c4ccccc4

Level: 1

Mol. Weight: 420.46 g/mol

Structure

SMILES: O=c1ccoc(c12)cc3c(c2)C=CCO3

Level: 0

Mol. Weight: 420.46 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 420.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.09
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.78
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.3
Plasma Protein Binding
74.32
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
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
6.33
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.94
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.43
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.04
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
Toxic
T. Pyriformis
-34.4
Rat (Acute)
2.82
Rat (Chronic Oral)
2.39
Fathead Minnow
5.21
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
504.79
Hydration Free Energy
-4.76
Log(D) at pH=7.4
3.97
Log(P)
4.77
Log S
-5.38
Log(Vapor Pressure)
-9.78
Melting Point
218.82
pKa Acid
8.98
pKa Basic
5.72
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9731
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9500
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9176
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9049
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8977
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8957
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8721
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8719
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8644
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8616
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8581
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8336
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8156
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8098
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7884
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7869
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7818
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7808
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7808
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7799
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7762
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7729
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7723
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7638
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7623
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7620
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7581
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7557
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7556
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7556
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7535
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7534
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7528
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7503
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7481
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7469
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7465
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7450
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7447
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7444
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7442
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7431
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7410
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7409
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7404
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7380
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7373
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7371
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7332
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7320
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7289
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7247
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7245
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7237
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7185
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7174
Reductase homolog Q9ZGC1 Q9ZGC1_STRCY Streptomyces cyanogenus 3 0.7150
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7149
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7143
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7141
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7140
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7112
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7071
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7060
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7045
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7041
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7024
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7023
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7014
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7008

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