Erysenegalensein O - Compound Card

Erysenegalensein O

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Erysenegalensein O

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavonoid
Canonical Smiles CC(=CCc1c2OC(C)(C)C(Cc2c2c(c1O)c(=O)c(co2)c1ccc(cc1O)O)O)C
InChI InChI=1S/C25H26O7/c1-12(2)5-7-15-21(29)20-22(30)17(14-8-6-13(26)9-18(14)27)11-31-24(20)16-10-19(28)25(3,4)32-23(15)16/h5-6,8-9,11,19,26-29H,7,10H2,1-4H3
InChIKey VQBGDCHSWUNTQC-UHFFFAOYSA-N
Formula C25H26O7
HBA 7
HBD 4
MW 438.48
Rotatable Bonds 3
TPSA 120.36
LogP 4.16
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 438.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina senegalensis Leguminosae/Fabaceae Plantae 157649
2 Erythrina senegalensis Leguminosae/Fabaceae Plantae 157649

Showing of synonyms

  • Oh WK, Lee C, et al. (2009). Diacylglycerol acyltransferase-inhibitory compounds from Erythrina senegalensis.. Archives of pharmacal research,2009, 32(1), 43-47. [View] [PubMed]
  • Lee J, Oh WK, et al. (2009). Prenylisoflavonoids from Erythrina senegalensis as novel HIV-1 protease inhibitors.. Planta medica,2009, 75(3), 268-270. [View] [PubMed]
Pubchem: 15479577

No compound-protein relationship available.

Structure

SMILES: C1CCOc(cc2)c1c(c23)occ(c3=O)-c4ccccc4

Level: 1

Mol. Weight: 438.48 g/mol

Structure

SMILES: O=c1ccoc(c12)c3c(cc2)OCCC3

Level: 0

Mol. Weight: 438.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 438.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.68
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.96
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
74.69
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.36
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.39
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.43
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-51.07
Rat (Acute)
2.57
Rat (Chronic Oral)
2.4
Fathead Minnow
5.16
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
547.2
Hydration Free Energy
-4.81
Log(D) at pH=7.4
3.67
Log(P)
4.85
Log S
-5.81
Log(Vapor Pressure)
-10.31
Melting Point
239.62
pKa Acid
6.43
pKa Basic
5.73
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9430
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9080
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.9014
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8932
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8873
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8828
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8534
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8494
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.8448
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8423
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8387
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8372
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8338
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8257
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8214
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8158
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8116
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8099
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8091
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8030
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 4 0.8025
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7920
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7841
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7775
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7739
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7714
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7665
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7651
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7597
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7583
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7540
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7530
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7521
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 3 0.7516
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7500
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7487
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7458
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7457
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7429
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7406
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7372
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7371
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7340
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7331
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7315
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7249
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7237
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7207
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7186
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7160
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7143
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7142
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7133
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7129
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7124
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 4 0.7118
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7086
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7062
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7045
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7032
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7012

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