4'-O-methylgallocatechin - Compound Card

4'-O-methylgallocatechin

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4'-O-methylgallocatechin

Structure
Zoomed Structure
  • Family: Plantae - Celastraceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles COc1c(O)cc(cc1O)[C@H]1Oc2cc(O)cc(c2C[C@@H]1O)O
InChI InChI=1S/C16H16O7/c1-22-16-11(19)2-7(3-12(16)20)15-13(21)6-9-10(18)4-8(17)5-14(9)23-15/h2-5,13,15,17-21H,6H2,1H3/t13-,15+/m0/s1
InChIKey ITDYPNOEEHONAH-DZGCQCFKSA-N
Formula C16H16O7
HBA 7
HBD 5
MW 320.3
Rotatable Bonds 2
TPSA 119.61
LogP 1.55
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 320.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Elaeodendron schlechteranum Celastraceae Plantae 123414

Showing of synonyms

  • Maregesi SM, Hermans N, et al. (2010). Phytochemical and biological investigations of Elaeodendron schlechteranum. Journal of Ethnopharmacology,2010,129(3),319-326. [View] [PubMed]
Pubchem: 44257120
Chebi: 70252
Nmrshiftdb2: 60029733
Metabolights: MTBLC70252

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(CC2)c3ccccc3

Level: 1

Mol. Weight: 320.3 g/mol

Structure

SMILES: C1CCOc(c12)cccc2

Level: 0

Mol. Weight: 320.3 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 320.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.480
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.98

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.810
Plasma Protein Binding
80.35
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
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
13.970
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.700
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.900
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.340
Micronucleos
Toxic
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
1.290
Rat (Acute)
2.280
Rat (Chronic Oral)
3.340
Fathead Minnow
3.850
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
467.120
Hydration Free Energy
-9.610
Log(D) at pH=7.4
1.810
Log(P)
0.53
Log S
-3.94
Log(Vapor Pressure)
-6.97
Melting Point
207.26
pKa Acid
7.1
pKa Basic
5.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9409
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9409
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9332
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9332
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9042
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9042
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 4 0.8948
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 4 0.8948
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8650
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8650
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8645
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8645
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8607
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8607
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8601
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8601
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8496
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8496
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8490
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8490
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8462
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8462
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8446
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8446
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8437
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8437
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8306
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8306
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8277
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8277
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8249
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8249
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8176
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8176
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8166
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8166
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8103
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8103
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8089
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8089
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8040
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8040
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8031
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8031
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8022
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8022
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8019
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8019
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7993
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7993
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7986
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7986
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7963
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7963
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7960
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7960
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7957
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7957
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7951
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7951
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 4 0.7883
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 4 0.7883
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7846
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7846
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7777
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7777
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7710
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7710
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7687
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7687
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7666
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7666
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7665
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7665
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7631
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7631
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7611
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7611
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7600
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7600
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7566
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7566
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7550
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7550
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7524
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7524
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7517
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7517
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7503
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7503
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7494
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7494
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7427
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7427
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7427
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7427
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7421
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7421
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7412
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7412
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7410
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7410
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7399
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7399
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7397
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7397
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7393
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7393
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7349
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7349
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7340
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7340
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7336
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7336
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7316
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7316
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7311
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7311
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7289
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7289
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7289
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7289
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7277
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7277
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7251
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7251
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7251
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7251
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7226
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7226
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7217
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7217
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7212
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7212
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7181
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7181
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7164
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7164
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7155
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7155
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7133
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7133
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7133
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7133
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7132
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7132
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7117
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7117
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7114
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7114
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7111
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7111
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7074
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7074
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7064
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7064
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7063
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7063
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7026
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7026
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7021
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7021
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7003
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7003

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