Erymildbraedin B - Compound Card

Erymildbraedin B

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Erymildbraedin B

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Dimethylpyrano-Isoflavone
Canonical Smiles O=C/C(=C/Cc1c2OC(C)(C)C=Cc2c(c2c1occ(c2=O)c1ccc(cc1)O)O)/C
InChI InChI=1S/C25H22O6/c1-14(12-26)4-9-18-23-17(10-11-25(2,3)31-23)21(28)20-22(29)19(13-30-24(18)20)15-5-7-16(27)8-6-15/h4-8,10-13,27-28H,9H2,1-3H3/b14-4+
InChIKey ZLXVTLFFNYVCGQ-LNKIKWGQSA-N
Formula C25H22O6
HBA 6
HBD 2
MW 418.45
Rotatable Bonds 4
TPSA 96.97
LogP 4.74
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.2
Exact Mass 418.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Erythrina mildbraedii Leguminosae/Fabaceae Plantae 2708827

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]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 418.45 g/mol

Structure

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

Level: 0

Mol. Weight: 418.45 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 418.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.93
Plasma Protein Binding
64.36
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
3.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.71
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.73
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.88
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-39.51
Rat (Acute)
2.76
Rat (Chronic Oral)
2.1
Fathead Minnow
5.82
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
529.01
Hydration Free Energy
-4.48
Log(D) at pH=7.4
3.66
Log(P)
4.93
Log S
-5.22
Log(Vapor Pressure)
-9.94
Melting Point
220.76
pKa Acid
7.94
pKa Basic
5.07
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 0.9499
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.9463
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.9212
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.9106
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9029
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8951
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8910
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8861
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8713
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8663
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8592
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8582
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 3 0.8487
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8467
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8376
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8090
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8030
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7995
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7930
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7917
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7909
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7868
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7808
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7804
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7797
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7775
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7763
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7722
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7709
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7660
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7630
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7600
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7585
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7570
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7558
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7523
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7522
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7500
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7484
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7463
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7450
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7448
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7429
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7409
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7406
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7372
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7335
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7330
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7310
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7296
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7289
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7278
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7276
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7276
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7276
Reductase homolog Q9ZGC1 Q9ZGC1_STRCY Streptomyces cyanogenus 3 0.7270
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7263
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.7236
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7235
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7203
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7187
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7184
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 4 0.7158
YbaK/aminoacyl-tRNA synthetase-associated domain-containing protein Q5SHN1 Q5SHN1_THET8 Thermus thermophilus 3 0.7155
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7136
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7120
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7114
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7102
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7089
Ribonuclease TTHA0252 Q5SLP1 RNSE_THET8 Thermus thermophilus 3 0.7056
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7047
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7038
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7034
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7026
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7013
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7008

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