4'-ethyl-4-methyl-2,3',5',6-tetrahydroxy[1,1'-biphenyl]-4,4'-dicarboxylate - Compound Card

4'-ethyl-4-methyl-2,3',5',6-tetrahydroxy[1,1'-biphenyl]-4,4'-dicarboxylate

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4'-ethyl-4-methyl-2,3',5',6-tetrahydroxy[1,1'-biphenyl]-4,4'-dicarboxylate

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Biphenyl Ester
Canonical Smiles CCOC(=O)c1c(O)cc(cc1O)c1c(O)cc(cc1O)C(=O)OC
InChI InChI=1S/C17H16O8/c1-3-25-17(23)15-12(20)4-8(5-13(15)21)14-10(18)6-9(7-11(14)19)16(22)24-2/h4-7,18-21H,3H2,1-2H3
InChIKey JWAXRMRXVQSVBZ-UHFFFAOYSA-N
Formula C17H16O8
HBA 8
HBD 4
MW 348.31
Rotatable Bonds 4
TPSA 133.52
LogP 2.14
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 348.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Schinus terebenthefolus Anacardiaceae Plantae 43850

Showing of synonyms

  • Kassem MES, El-Desoky SK and Sharaf M. (2004). Biphenyl esters and biflavonoids from the fruits of Schinus terebenthefolus. Chemistry of Natural Compounds,2004,40(5),447-450. [View]
Pubchem: 91023562
Nmrshiftdb2: 80016292

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c2ccccc2

Level: 1

Mol. Weight: 348.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 348.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.2
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.97
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.25

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
53.87
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.4
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.54
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.99
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.17
Micronucleos
Toxic
NR-AhR
Toxic
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
3.02
Rat (Acute)
2.51
Rat (Chronic Oral)
3.94
Fathead Minnow
4.13
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
451.92
Hydration Free Energy
-9.44
Log(D) at pH=7.4
3.31
Log(P)
4.17
Log S
-5.48
Log(Vapor Pressure)
-6.25
Melting Point
182.4
pKa Acid
8.38
pKa Basic
4.62
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9004
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9004
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8796
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8796
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8760
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8760
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8287
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8287
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8155
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8155
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8095
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8095
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8027
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8027
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8008
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8008
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7960
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7960
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7884
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7884
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7758
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7758
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7743
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7743
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7721
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7721
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7616
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7616
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7616
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7616
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7598
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7598
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7591
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7591
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7513
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7513
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7484
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7484
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7482
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7482
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7481
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7481
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7458
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7458
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7409
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7409
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 3 0.7372
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 3 0.7372
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7325
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7325
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7264
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7264
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7251
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7251
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7247
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7247
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7204
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7204
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7196
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7196
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7175
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7175
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7128
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7128
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7098
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7098
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7050
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7050
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7013
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7013

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