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Ethyl gallate
- Family: Plantae - Leguminosae/Fabaceae
- Kingdom: Plantae
-
Class: Phenolic
- Subclass: Trihydroxybenzoic Ester
| Canonical Smiles | CCOC(=O)c1cc(O)c(c(c1)O)O |
|---|---|
| InChI | InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3 |
| InChIKey | VFPFQHQNJCMNBZ-UHFFFAOYSA-N |
| Formula | C9H10O5 |
| HBA | 5 |
| HBD | 3 |
| MW | 198.17 |
| Rotatable Bonds | 2 |
| TPSA | 86.99 |
| LogP | 0.98 |
| Number Rings | 1 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.22 |
| Exact Mass | 198.05 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Dacryodes edulis | Burseraceae | Plantae | 246365 |
| 2 | Sabal palmetto | Arecaceae | Plantae | — |
| 3 | Halimium halimifolium | Cistaceae | Plantae | 632747 |
| 4 | Euphorbia gaditana | Euphorbiaceae | Plantae | 3990 |
| 5 | Acacia nilotica | Leguminosae/Fabaceae | Plantae | 138033 |
| 6 | Koelreuteria paniculata | Sapindaceae | Plantae | 43168 |
Showing of synonyms
Ethyl gallate
Ethyl 3,4,5-trihydroxybenzoate
Gallic acid ethyl ester
Phyllemblin
Nipagallin A
Progallin A
Ethylgallate
Nipa No. 48
Gallic acid, ethyl ester
Benzoic acid, 3,4,5-trihydroxy-, ethyl ester
NIPA 48
3,4,5-Trihydroxybenzoic acid ethyl ester
Ethyl-3,4,5-trihydroxybenzoate
Ethylester kyseliny gallove
NSC 402626
Ethylester kyseliny gallove [Czech]
EINECS 212-608-5
UNII-235I6UDD3L
BRN 2116014
235I6UDD3L
CHEBI:87247
NSC-402626
ETHYL GALLATE [MART.]
DTXSID2061195
4-10-00-02002 (Beilstein Handbook Reference)
ETHYL GALLATE (MART.)
ETHYL GALLATE [INCI]
DTXCID5048348
Vfpfqhqnjcmnbz-uhfffaoysa-n
831-61-8
MFCD00016430
CHEMBL453196
NSC402626
Gallic acid-ethyl ester
Ethyl gallate (Standard)
Ethyl Gallate(Ethyl 3,4,5-Trihydroxybenzoate)
SCHEMBL39599
Ethyl 3,5-trihydroxybenzoate
Ethyl-3,5-trihydroxybenzoate
HY-N0525R
BCP15872
HY-N0525
BDBM50244948
S5550
STL303724
AKOS015838687
3,5-Trihydroxybenzoic acid ethyl ester
CCG-266568
FE39365
AC-11363
AC-34482
DS-17928
E313
SY033133
3,4,5-Trihydroxy-benzoic acid ethyl ester
Benzoic acid,4,5-trihydroxy-, ethyl ester
DB-056687
CS-0009060
E0854
G0016
NS00020124
Ethyl gallate, antioxidant, >=96.0% (HPLC)
EN300-8620672
Q4532976
F1905-7042
Z1255434814
6359F896-3057-40AA-81CD-5734DCE29C20
- Badaoui M, Magid A, et al. (2020). Antioxidant activity-guided isolation of constituents from Euphorbia gaditana Coss. and their antioxidant and tyrosinase inhibitory activities. Phytochemistry Letters, 2020, 39, 99-104. [View]
- Ahmadu AA, Agunu A, et al. (2017). Constituents of Acacia nilotica (L.) Delile with novel kinase inhibitory activity. Planta Medica International Open 2017; 4(03): e108-e113. [View]
- El-Hawwary S.S, Saber F.R, et al. (2018). Cytotoxic potential of three Sabal species grown in Egypt: A metabolomic and docking-based study. Natural product research, 2018, 32(7), 810-814. [View] [PubMed]
- Kerbab K, Sansone F, et al. (2019). Halimium halimifolium: From the Chemical and Functional Characterization to a Nutraceutical Ingredient Design. Planta medica, 2019, 85(11-12), 1024-1033. [View] [PubMed]
- Dongmo KJJ, Tali MBT, et al. (2023). In vitro antiplasmodial activity and toxicological profile of extracts, fractions and chemical constituents of leaves and stem bark from Dacryodes edulis (Burseraceae).. BMC complementary medicine and therapies,2023, 23(1), 211. [View] [PubMed]
- Mostafa A.E, El-Hela A.A, et al. (2016). New triterpenoidal saponins from Koelreuteria paniculata. Phytochemistry letters, 2016, 17, 213-218. [View] [PubMed]
Pubchem:
13250
Cas:
831-61-8
Zinc:
ZINC000000021790
Chebi:
87247
Nmrshiftdb2:
60025350
Metabolights:
MTBLC87247
Chembl:
CHEMBL453196
Comptox:
DTXSID2061195
Pdb Ligand:
EGR
Bindingdb:
50244948
CPRiL:
55314
SMILES: c1ccccc1
Level: 0
Mol. Weight: 198.17 g/mol
Anti-plasmodial
Antioxidant
Absorption
- Caco-2 (logPapp)
- -4.83
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.7
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.2
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.35
- Plasma Protein Binding
- 33.42
- 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
- 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
- 12.19
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -0.02
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.37
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 3.95
- Micronucleos
- Toxic
- NR-AhR
- Toxic
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Toxic
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 3.96
- Rat (Acute)
- 2.04
- Rat (Chronic Oral)
- 2.94
- Fathead Minnow
- 4.01
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 339.06
- Hydration Free Energy
- -11.88
- Log(D) at pH=7.4
- 1.08
- Log(P)
- 1.2
- Log S
- -1.69
- Log(Vapor Pressure)
- -4.12
- Melting Point
- 137.04
- pKa Acid
- 7.35
- pKa Basic
- 4.39
| 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 | 0.9667 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.9080 |
| Sulfide-quinone reductase | B7JBP8 | SQRD_ACIF2 | Acidithiobacillus ferrooxidans) | 3 | 0.8957 |
| MAP kinase-activated protein kinase 2 | P49137 | MAPK2_HUMAN | Homo sapiens | 3 | 0.8943 |
| Toxoflavin degrading enzyme | E3SET7 | E3SET7_PAEPO | Paenibacillus polymyxa | 3 | 0.8744 |
| Succinate dehydrogenase flavoprotein subunit | P0AC41 | SDHA_ECOLI | Escherichia coli | 3 | 0.8631 |
| Succinate dehydrogenase flavoprotein subunit | P0AC41 | SDHA_ECOLI | Escherichia coli | 3 | 0.8596 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.8587 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.8503 |
| Tyrosine-protein kinase JAK2 | O60674 | JAK2_HUMAN | Homo sapiens | 3 | 0.8465 |
| NAD(P)H-hydrate epimerase | Q8K4Z3 | NNRE_MOUSE | Mus musculus | 3 | 0.8461 |
| Steroid C26-monooxygenase | P9WPP1 | CP125_MYCTU | Mycobacterium tuberculosis | 3 | 0.8417 |
| WxcM-like protein | Q12KT8 | Q12KT8_SHEDO | Shewanella denitrificans | 4 | 0.8396 |
| Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase | Q9TQS6 | DHDH_MACFA | Macaca fascicularis | 3 | 0.8391 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.8305 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 3 | 0.8151 |
| Fibroblast growth factor receptor 1 | P11362 | FGFR1_HUMAN | Homo sapiens | 3 | 0.8045 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.8026 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7995 |
| Ribosomal small subunit pseudouridine synthase A | P0AA43 | RSUA_ECOLI | Escherichia coli | 3 | 0.7973 |
| Purine nucleoside phosphorylase DeoD-type | P0ABP8 | DEOD_ECOLI | Escherichia coli | 3 | 0.7950 |
| Purine nucleoside phosphorylase | P55859 | PNPH_BOVIN | Bos taurus | 4 | 0.7895 |
| 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase | Q81LL4 | MTNN_BACAN | Bacillus anthracis | 3 | 0.7785 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 3 | 0.7721 |
| Purine nucleoside phosphorylase | P55859 | PNPH_BOVIN | Bos taurus | 4 | 0.7700 |
| Purine nucleoside phosphorylase | P55859 | PNPH_BOVIN | Bos taurus | 4 | 0.7675 |
| NADPH dehydrogenase 1 | Q02899 | OYE1_SACPS | Saccharomyces pastorianus | 3 | 0.7648 |
| Cyclin-dependent kinase 2 | P24941 | CDK2_HUMAN | Homo sapiens | 3 | 0.7631 |
| Polyprotein | Q80J95 | Q80J95_9CALI | Murine norovirus 1 | 3 | 0.7628 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 2 | 0.7595 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.7566 |
| Hypoxanthine-guanine phosphoribosyltransferase | P00492 | HPRT_HUMAN | Homo sapiens | 4 | 0.7565 |
| Nitric oxide synthase oxygenase | O34453 | NOSO_BACSU | Bacillus subtilis | 4 | 0.7528 |
| Gastrotropin | P51161 | FABP6_HUMAN | Homo sapiens | 3 | 0.7527 |
| Purine nucleoside phosphorylase | P00491 | PNPH_HUMAN | Homo sapiens | 4 | 0.7471 |
| Deoxycytidine kinase | P27707 | DCK_HUMAN | Homo sapiens | 4 | 0.7462 |
| HTH-type transcriptional repressor PurR | P0ACP7 | PURR_ECOLI | Escherichia coli | 3 | 0.7443 |
| Thymidine phosphorylase | Q7CP66 | TYPH_SALTY | Salmonella typhimurium | 3 | 0.7381 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 3 | 0.7375 |
| Ribonuclease J | H9CZL7 | H9CZL7_DEIRD | Deinococcus radiodurans | 3 | 0.7370 |
| rRNA N-glycosylase | D9J2T9 | D9J2T9_MOMBA | Momordica balsamina | 3 | 0.7351 |
| Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic | Q43088 | RBCMT_PEA | Pisum sativum | 3 | 0.7312 |
| Death-associated protein kinase 1 | P53355 | DAPK1_HUMAN | Homo sapiens | 3 | 0.7303 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 3 | 0.7261 |
| Histone-lysine N-methyltransferase SETD7 | Q8WTS6 | SETD7_HUMAN | Homo sapiens | 3 | 0.7205 |
| Serine/threonine-protein kinase 24 | Q9Y6E0 | STK24_HUMAN | Homo sapiens | 3 | 0.7174 |
| Tyrosine-protein kinase JAK3 | P52333 | JAK3_HUMAN | Homo sapiens | 3 | 0.7169 |
| Thymidylate synthase | P0A884 | TYSY_ECOLI | Escherichia coli | 4 | 0.7168 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7168 |
| Mitogen-activated protein kinase 1 | P28482 | MK01_HUMAN | Homo sapiens | 3 | 0.7138 |
| Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic | Q43088 | RBCMT_PEA | Pisum sativum | 3 | 0.7132 |
| Peptidyl-prolyl cis-trans isomerase FKBP5 | Q13451 | FKBP5_HUMAN | Homo sapiens | 3 | 0.7117 |
| Chitinase | Q54276 | Q54276_SERMA | Serratia marcescens | 3 | 0.7087 |
| Estrogen receptor | P03372 | ESR1_HUMAN | Homo sapiens | 3 | 0.7085 |
| Phospholipase A2, major isoenzyme | P00592 | PA21B_PIG | Sus scrofa | 3 | 0.7064 |
| Death-associated protein kinase 1 | P53355 | DAPK1_HUMAN | Homo sapiens | 3 | 0.7052 |
| Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic | Q43088 | RBCMT_PEA | Pisum sativum | 3 | 0.7047 |
| Purine nucleoside phosphorylase | P00491 | PNPH_HUMAN | Homo sapiens | 4 | 0.7038 |
| Protein mono-ADP-ribosyltransferase PARP3 | Q9Y6F1 | PARP3_HUMAN | Homo sapiens | 3 | 0.7030 |