Benzyl-1-O-beta-D glucopyranoside - Compound Card

Benzyl-1-O-beta-D glucopyranoside

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Benzyl-1-O-beta-D glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Benzenoid
Canonical Smiles OCC1O[C@H](OCc2ccccc2)[C@@H](C([C@H]1O)O)O
InChI InChI=1S/C13H18O6/c14-6-9-10(15)11(16)12(17)13(19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9?,10-,11?,12+,13-/m0/s1
InChIKey GKHCBYYBLTXYEV-TXTTUAKNSA-N
Formula C13H18O6
HBA 6
HBD 4
MW 270.28
Rotatable Bonds 4
TPSA 99.38
LogP -1.0
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 270.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Eryngium tricuspidatum Apiaceae Plantae 488472

Showing of synonyms

  • Benmerache A, Magid A.A, et al. (2016). Chemical composition, antibacterial, antioxidant and tyrosinase inhibitory activities of glycosides from aerial parts of Eryngium tricuspidatum. Phytochemistry Letters, 2016, 18, 23 - 28. [View]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COC2CCCCO2

Level: 1

Mol. Weight: 270.28 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 270.28 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 270.28 g/mol

Antibacterial
Antioxidant

Absorption

Caco-2 (logPapp)
-5.13
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.57
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.75

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
51.83
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
6.38
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.88
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.56
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.92
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
-1.08
Rat (Acute)
1.84
Rat (Chronic Oral)
3.02
Fathead Minnow
3.36
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
370.64
Hydration Free Energy
-19.83
Log(D) at pH=7.4
-0.14
Log(P)
-0.69
Log S
-1.22
Log(Vapor Pressure)
-10.05
Melting Point
161.59
pKa Acid
8.55
pKa Basic
2.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.9147
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9091
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9048
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8707
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8682
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8660
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8655
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8586
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8583
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8561
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8531
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8520
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 3 0.8493
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8407
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8270
Protein UshA P07024 USHA_ECOLI Escherichia coli 3 0.8217
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8197
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8166
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8153
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8047
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8000
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7919
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7918
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7911
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7905
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7848
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7831
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7828
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7817
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7729
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7727
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 4 0.7677
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7663
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7623
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7609
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7534
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7517
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7489
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7460
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7448
7-methylguanosine phosphate-specific 5'-nucleotidase Q9W197 5NT3B_DROME Drosophila melanogaster 3 0.7386
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7369
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7347
Cytosol aminopeptidase O86436 AMPA_PSEPU Pseudomonas putida 3 0.7341
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7337
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7322
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7321
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 3 0.7298
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7253
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7253
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7233
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7216
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7193
Ribonucleoside-diphosphate reductase large chain 1 P21524 RIR1_YEAST Saccharomyces cerevisiae 3 0.7184
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 2 0.7163
Protein claret segregational P20480 NCD_DROME Drosophila melanogaster 2 0.7147
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7143
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 3 0.7128
Alpha-aminoadipic semialdehyde dehydrogenase P49419 AL7A1_HUMAN Homo sapiens 3 0.7113
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7111
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.7110
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7092
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7081
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7079
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7077
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7072
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7064
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7062
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7058
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7048
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7042
Ribosome-inactivating protein alpha-trichosanthin P09989 RIPT_TRIKI Trichosanthes kirilowii 3 0.7036
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 3 0.7030
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7027
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 2 0.7026
Penicillin V acylase P12256 PAC_LYSSH Lysinibacillus sphaericus 3 0.7020
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7017
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 2 0.7009

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