Methoxybenzyl benzoate - Compound Card

Methoxybenzyl benzoate

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Methoxybenzyl benzoate

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Benzyl Ester
Canonical Smiles COC(c1ccccc1)OC(=O)c1ccccc1
InChI InChI=1S/C15H14O3/c1-17-15(13-10-6-3-7-11-13)18-14(16)12-8-4-2-5-9-12/h2-11,15H,1H3
InChIKey ASEDDVACKHIDHS-UHFFFAOYSA-N
Formula C15H14O3
HBA 3
HBD 0
MW 242.27
Rotatable Bonds 4
TPSA 35.53
LogP 3.19
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 242.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Monanthotaxis trichocarpa Annonaceae Plantae 1202425

Showing of synonyms

  • Maeda G, van der Wal J, et al. (2020). Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa. Journal of natural products,2020, 83(2), 210-215. [View] [PubMed]
Pubchem: 578269
Nmrshiftdb2: 60058987

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCc2ccccc2

Level: 1

Mol. Weight: 242.27 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 242.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.42
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.920
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.790
Plasma Protein Binding
54.52
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-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
3.060
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.880
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.160
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
3.630
Rat (Acute)
1.620
Rat (Chronic Oral)
2.050
Fathead Minnow
4.770
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
301.530
Hydration Free Energy
-5.870
Log(D) at pH=7.4
3.860
Log(P)
3.24
Log S
-4.37
Log(Vapor Pressure)
-3.95
Melting Point
46.15
pKa Acid
11.83
pKa Basic
-5.85
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9875
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.9770
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9664
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.9536
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.9288
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9281
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9197
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9186
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9185
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.9138
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9118
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8930
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8797
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8710
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8687
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8678
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.8661
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8544
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8465
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8400
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8344
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.8269
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8231
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8197
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8110
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.8080
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.8079
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8054
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8011
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.8003
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7947
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7895
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7860
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7851
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7847
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 2 0.7829
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7824
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 2 0.7804
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7799
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7798
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7794
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7778
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7769
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7730
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7726
Probable flavin-dependent thymidylate synthase O41156 THYX_PBCV1 Paramecium bursaria Chlorella virus 1 3 0.7720
Serine protease 1 P00760 TRY1_BOVIN Bos taurus 3 0.7719
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7712
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7695
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7667
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7665
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7664
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 2 0.7660
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7648
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7644
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7640
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7628
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7627
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7622
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7620
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7613
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7585
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7582
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7581
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7574
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7571
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 2 0.7560
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7557
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7555
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7531
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7531
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7527
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7521
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7516
Beta-ketoacyl-[acyl-carrier-protein] synthase III Q820T1 FABH_ENTFA Enterococcus faecalis 2 0.7503
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7499
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 2 0.7499
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7493
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7491
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 2 0.7490
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7487
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7480
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7479
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 2 0.7474
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7466
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7466
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7461
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7452
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7449
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7435
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 2 0.7430
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7421
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7413
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7412
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7400
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7383
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7382
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7382
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 2 0.7380
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7378
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7372
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7367
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7361
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 2 0.7357
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7349
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7340
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7333
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7325
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7322
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7321
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7317
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 2 0.7312
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7308
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7307
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7304
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7287
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7269
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7266
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7264
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7259
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7254
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7253
Serine hydroxymethyltransferase Q7SIB6 Q7SIB6_GEOSE Geobacillus stearothermophilus 3 0.7251
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7251
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7249
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7249
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7249
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7247
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7229
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 2 0.7220
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7204
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7203
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7176
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7168
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7158
Fumarate reductase subunit D P0A8Q3 FRDD_ECOLI Escherichia coli 2 0.7156
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7153
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7148
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7147
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7143
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 2 0.7142
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7139
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 2 0.7136
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 2 0.7134
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7133
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 2 0.7129
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7119
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 2 0.7114
Peroxisome proliferator-activated receptor delta Q03181 PPARD_HUMAN Homo sapiens 2 0.7105
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7103
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7091
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 2 0.7090
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7089
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 2 0.7086
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7084
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7081
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7058
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7056
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7056
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7054
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7051
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7047
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7042
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 2 0.7025
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7024
Myosin-2 heavy chain P08799 MYS2_DICDI Dictyostelium discoideum 3 0.7019
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7010
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7010
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7005
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7002
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7002

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