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

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

Select a section from the left sidebar

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

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Biphenyl Ester
Canonical Smiles CCOC(=O)c1cc(c(c(c1O)O)O)c1cc(C(=O)OC)c(c(c1O)O)O
InChI InChI=1S/C17H16O10/c1-3-27-17(25)9-5-7(11(19)15(23)13(9)21)6-4-8(16(24)26-2)12(20)14(22)10(6)18/h4-5,18-23H,3H2,1-2H3
InChIKey UQLYMCXRTDACLV-UHFFFAOYSA-N
Formula C17H16O10
HBA 10
HBD 6
MW 380.31
Rotatable Bonds 4
TPSA 173.98
LogP 1.55
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 380.07
Number of Lipinski Rule Violations 1
# 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: 162994956
Nmrshiftdb2: 80016291

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c2ccccc2

Level: 1

Mol. Weight: 380.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 380.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.62
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.42
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
53.15
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
13.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.4
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.41
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.74
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
2.7
Rat (Acute)
2.41
Rat (Chronic Oral)
4.11
Fathead Minnow
3.57
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
536.0
Hydration Free Energy
-10.41
Log(D) at pH=7.4
0.79
Log(P)
2.8
Log S
-4.27
Log(Vapor Pressure)
-7.66
Melting Point
193.09
pKa Acid
3.87
pKa Basic
7.23
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 0.9352
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9352
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8941
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8941
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8714
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8714
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8308
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8308
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7970
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7970
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7954
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7954
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7868
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7868
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7710
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7710
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7681
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7681
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7620
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7620
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7452
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7452
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7450
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7450
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7447
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7447
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7446
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7446
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7429
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7429
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7394
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7394
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7290
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7290
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7267
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7267
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7239
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7239
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7195
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7195
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7128
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7128
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7055
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7055

Download SDF