Gallic acide-4-O-(6'-O-galloyl)-beta-D-glucose - Compound Card

Gallic acide-4-O-(6'-O-galloyl)-beta-D-glucose

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Gallic acide-4-O-(6'-O-galloyl)-beta-D-glucose

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Polyphenol
Canonical Smiles O[C@@H]1O[C@H](COC(=O)c2cc(O)c(c(c2)O)O)[C@H]([C@@H]([C@H]1O)Oc1c(O)cc(cc1O)C(=O)O)O
InChI InChI=1S/C20H20O14/c21-8-3-7(4-9(22)13(8)25)19(30)32-5-12-14(26)17(15(27)20(31)33-12)34-16-10(23)1-6(18(28)29)2-11(16)24/h1-4,12,14-15,17,20-27,31H,5H2,(H,28,29)/t12-,14-,15-,17+,20-/m1/s1
InChIKey UQEKWDNGNXHUNF-BPZPMHDPSA-N
Formula C20H20O14
HBA 13
HBD 9
MW 484.37
Rotatable Bonds 6
TPSA 243.9
LogP -1.04
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 484.09
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia helioscopia Euphorbiaceae Plantae 154990

Showing of synonyms

  • Mohamed AH, Hegazy MF, et al. (2012). Euphorbia helioscopia: Chemical constituents and biological activities. International Journal of Phytopharmacology,2012,3(1),78-90. [View]
Pubchem: 163017593

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC2CC(CCO2)Oc3ccccc3

Level: 2

Mol. Weight: 484.37 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 484.37 g/mol

Structure

SMILES: c1ccccc1OC2CCOCC2

Level: 1

Mol. Weight: 484.37 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 484.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 484.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.06
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.58
Plasma Protein Binding
57.6
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
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
11.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.94
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.75
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.58
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
-110.4
Rat (Acute)
2.05
Rat (Chronic Oral)
4.24
Fathead Minnow
3.68
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
658.42
Hydration Free Energy
-4.06
Log(D) at pH=7.4
-1.93
Log(P)
-0.41
Log S
-3.57
Log(Vapor Pressure)
-12.45
Melting Point
214.56
pKa Acid
4.62
pKa Basic
6.06
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9586
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9586
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9046
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9046
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8710
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8710
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8546
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8546
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8517
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8517
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8431
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8431
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8415
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8415
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8367
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8367
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8246
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8246
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8216
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8216
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8190
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8190
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8158
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8158
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8124
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8124
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8057
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8057
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8004
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8004
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7997
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7997
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7895
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7895
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7836
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7836
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7807
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7807
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7715
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7715
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7689
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7689
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7667
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7667
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7567
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7567
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7503
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7503
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7454
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7454
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 3 0.7447
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 3 0.7447
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7427
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7427
Uncharacterized protein G8UY02 G8UY02_LEGPN Legionella pneumophila subsp. pneumophila ATCC 43290 3 0.7420
Uncharacterized protein G8UY02 G8UY02_LEGPN Legionella pneumophila subsp. pneumophila ATCC 43290 3 0.7420
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7334
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7334
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.7298
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.7298
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7221
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7221
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7204
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7204
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7181
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7181
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7178
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7178
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7168
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7168
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7156
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7156
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7148
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7148
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7072
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7072
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7068
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7068
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7061
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7061
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7043
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7043
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7040
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7040
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7024
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7024
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7023
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7023
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7019
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7019

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