1-O-ethyl-6-(p-hydroxybenzoyl)-beta-D-glucopyranoside - Compound Card

1-O-ethyl-6-(p-hydroxybenzoyl)-beta-D-glucopyranoside

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1-O-ethyl-6-(p-hydroxybenzoyl)-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles CCO[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)C(C(=O)c1ccc(cc1)O)O
InChI InChI=1S/C15H20O8/c1-2-22-15-13(21)10(18)12(20)14(23-15)11(19)9(17)7-3-5-8(16)6-4-7/h3-6,10-16,18-21H,2H2,1H3/t10-,11?,12-,13+,14+,15+/m0/s1
InChIKey LZDSGRJZIUFAEV-HBSZEWBOSA-N
Formula C15H20O8
HBA 8
HBD 5
MW 328.32
Rotatable Bonds 5
TPSA 136.68
LogP -1.22
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 328.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tabebuia argentea Bignoniaceae Plantae 3350745

Showing of synonyms

  • De Abreu B, Temraz A, et al. (2014). Phenolic glycosides from Tabebuia argentea and Catalpa bignonioides. Phytochemistry Letters,2014,7,85-88. [View]
Pubchem: 162958587

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)CC2CCCCO2

Level: 1

Mol. Weight: 328.32 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 328.32 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 328.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.11
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
59.86
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
7.67
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.11
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.08
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.63
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
-1.31
Rat (Acute)
1.92
Rat (Chronic Oral)
3.65
Fathead Minnow
3.77
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
432.99
Hydration Free Energy
-15.97
Log(D) at pH=7.4
-0.22
Log(P)
-0.85
Log S
-1.73
Log(Vapor Pressure)
-10.46
Melting Point
172.9
pKa Acid
4.98
pKa Basic
5.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9073
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9073
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8892
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8892
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8797
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8797
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8753
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8753
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8258
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8258
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8196
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8196
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8195
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8195
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8178
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8178
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7902
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7902
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7870
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7870
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7675
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7675
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7652
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7652
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7644
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7644
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7606
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7606
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7587
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7587
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7479
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7479
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7471
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7471
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7437
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7437
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7436
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7436
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 4 0.7399
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 4 0.7399
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7359
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7359
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7337
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7337
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7320
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7320
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7304
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7304
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7228
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7228
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7220
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7220
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7202
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7202
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7184
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7184
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7146
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7146
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7143
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7143
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7134
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7134
Sensor histidine kinase EnvZ P0AEJ4 ENVZ_ECOLI Escherichia coli 3 0.7076
Sensor histidine kinase EnvZ P0AEJ4 ENVZ_ECOLI Escherichia coli 3 0.7076
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7030
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7030
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7014
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7014
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7006
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7006

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