Senegalin - Compound Card

Senegalin

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Senegalin

Structure
Zoomed Structure
  • Family: Meliaceae
  • Kingdom: Plantae
  • Class: Phenylpropanoid
Canonical Smiles C=CC(CC(=O)c1c(C)cccc1O)(C)C
InChI InChI=1S/C14H18O2/c1-5-14(3,4)9-12(16)13-10(2)7-6-8-11(13)15/h5-8,15H,1,9H2,2-4H3
InChIKey BIPXJHGVDUAMEM-UHFFFAOYSA-N
Formula C14H18O2
HBA 2
HBD 1
MW 218.3
Rotatable Bonds 4
TPSA 37.3
LogP 3.49
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 218.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ekebergia senegalensis Meliaceae Plantae 124949

Showing of synonyms

  • Kemayou GPM, Happi GM, et al. (2021). Senegalin, a new phenylpropanoid and other secondary metabolites from the stem bark of Ekebergia senegalensis A. Juss. (Meliaceae).. Natural product research,2021, 35(21), 3694-3700. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.33
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.75
Plasma Protein Binding
39.8
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.3
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.22
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.18
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.66
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.34
Rat (Acute)
2.1
Rat (Chronic Oral)
2.22
Fathead Minnow
4.11
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
295.0
Hydration Free Energy
-6.6
Log(D) at pH=7.4
3.54
Log(P)
4.54
Log S
-3.7
Log(Vapor Pressure)
-3.84
Melting Point
25.65
pKa Acid
9.71
pKa Basic
6.27
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9170
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.9106
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8971
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8792
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8776
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8688
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8647
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8601
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.8573
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8504
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8344
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8334
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8277
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8273
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8197
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8175
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8175
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8128
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8091
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8067
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7956
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7945
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7901
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7849
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7818
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7796
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7786
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7765
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7762
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7758
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7740
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7732
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7719
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7701
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7677
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7675
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7675
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7671
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7660
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7646
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7634
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7626
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7610
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7602
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7587
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7584
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7564
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7557
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7556
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7553
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7547
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7546
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7540
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7518
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7514
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7510
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7501
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7497
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7490
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7484
Chitinase Q54276 Q54276_SERMA Serratia marcescens 2 0.7461
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7422
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7421
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7411
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7410
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7408
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7407
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7397
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7388
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7385
Cytochrome P450 3A4 P08684 CP3A4_HUMAN Homo sapiens 3 0.7379
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7379
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7379
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7374
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7372
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7366
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7363
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7360
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7355
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7355
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7345
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7336
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7330
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7319
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7311
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7304
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7298
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7297
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7282
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7281
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7274
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7273
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7270
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7265
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7260
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7256
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7252
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7249
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7247
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7244
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7235
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7228
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7225
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7221
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7219
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7219
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7210
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7209
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7208
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7207
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7206
Sterol 14-alpha demethylase cyp51B E9QY26 CP51B_ASPFU Aspergillus fumigatus 3 0.7201
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7200
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7188
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7178
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7176
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7174
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7171
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7150
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7143
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7142
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7133
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7128
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7128
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7126
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.7119
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7119
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7118
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7114
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7110
C-C chemokine receptor type 5 P51681 CCR5_HUMAN Homo sapiens 3 0.7109
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7108
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7106
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7104
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7103
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7100
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7100
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7100
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7097
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7093
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7087
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7087
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7080
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7070
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7062
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7056
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7049
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7048
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7048
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7046
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7041
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7040
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7026
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7026
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7022
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7021
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7020
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7012
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7011
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7011
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7009
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7006

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