Smiglastilbene - Compound Card

Smiglastilbene

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Smiglastilbene

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Stilbenoid
Canonical Smiles Oc1cc(/C=C/c2cccc(c2O)O)cc(c1)O
InChI InChI=1S/C14H12O4/c15-11-6-9(7-12(16)8-11)4-5-10-2-1-3-13(17)14(10)18/h1-8,15-18H/b5-4+
InChIKey FYGGMKPYZVKINC-SNAWJCMRSA-N
Formula C14H12O4
HBA 4
HBD 4
MW 244.25
Rotatable Bonds 2
TPSA 80.92
LogP 2.68
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 244.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Syagrus romanzoffiana Arecaceae Plantae 290277

Showing of synonyms

  • El-Hawary S.S, Fathy F.I, et al. (2021). Anticholinesterase activity and metabolite profiling of Syagrus romanzoffiana (Cham.) Glassman leaves and fruits via UPLC–QTOF–PDA–MS. Natural product research, 2021, 35(10), 1671-1675. [View] [PubMed]
Pubchem: 102132636

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=Cc2ccccc2

Level: 1

Mol. Weight: 244.25 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 244.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.790
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.670
Plasma Protein Binding
56.02
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.990
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.160
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.160
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.890
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.220
Rat (Acute)
1.980
Rat (Chronic Oral)
3.120
Fathead Minnow
4.410
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
414.560
Hydration Free Energy
-10.960
Log(D) at pH=7.4
2.320
Log(P)
2.22
Log S
-2.74
Log(Vapor Pressure)
-7.17
Melting Point
206.69
pKa Acid
7.54
pKa Basic
9.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9403
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9297
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9247
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9225
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9192
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.9163
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9131
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9123
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8966
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8881
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8847
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8831
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8811
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8804
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8788
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8773
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8760
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8723
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8714
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8713
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8711
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8683
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8625
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8553
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8505
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8482
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8448
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8433
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.8379
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8374
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8372
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8351
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8343
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.8309
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8276
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.8266
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8265
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8261
Cytokinin dehydrogenase 1 Q9T0N8 CKX1_MAIZE Zea mays 3 0.8222
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8212
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.8130
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8129
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8129
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8081
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7945
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 4 0.7905
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7881
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7847
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7846
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7813
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.7800
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7797
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7782
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7767
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7735
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7721
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7718
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 2 0.7718
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7714
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7695
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7689
TGF-beta-activated kinase 1 and MAP3K7-binding protein 1 Q15750 TAB1_HUMAN Homo sapiens 3 0.7676
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7675
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7672
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7639
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7570
Flavonoid 3-O-glucosyltransferase A6XNC6 UGFGT_MEDTR Medicago truncatula 3 0.7558
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7543
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 4 0.7506
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7491
Cellular tumor antigen p53 P04637 P53_HUMAN Homo sapiens 3 0.7486
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7484
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7476
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7461
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7437
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7433
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7425
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7417
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7403
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7396
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7389
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7386
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7370
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7343
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7334
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7299
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7266
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7246
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7225
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7211
Bifunctional adenosylcobalamin biosynthesis protein CobU Q05599 COBU_SALTY Salmonella typhimurium 4 0.7205
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7189
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 4 0.7180
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7177
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7173
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7153
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7152
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7150
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7144
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7130
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7129
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7126
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7121
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7104
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7100
Histone-lysine N-methyltransferase 2C Q8NEZ4 KMT2C_HUMAN Homo sapiens 3 0.7064
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7063
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7058
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7051
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7050
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7036
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7032
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 4 0.7031
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7029
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7027
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7023
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 5 0.7005
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7001

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