3,4,5-trimethoxyphenyl-beta-D-glucopyranoside - Compound Card

3,4,5-trimethoxyphenyl-beta-D-glucopyranoside

Select a section from the left sidebar

3,4,5-trimethoxyphenyl-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Glycoside
Canonical Smiles OC[C@@H]1OC(Oc2cc(OC)c(c(c2)OC)OC)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C15H22O9/c1-20-8-4-7(5-9(21-2)14(8)22-3)23-15-13(19)12(18)11(17)10(6-16)24-15/h4-5,10-13,15-19H,6H2,1-3H3/t10-,11-,12+,13-,15?/m0/s1
InChIKey NBLLRWANAFOKON-HXMBFPRCSA-N
Formula C15H22O9
HBA 9
HBD 4
MW 346.33
Rotatable Bonds 6
TPSA 127.07
LogP -1.11
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 346.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salsola tetrandra Chenopodiaceae Plantae 264975

Showing of synonyms

  • Oueslati MH, Jannet HB, et al. (2006). Phytochemical constituents from Salsola tetrandra. Journal of Natural Products,2006,69(9),1366-1369. [View] [PubMed]
Pubchem: 162940235
Nmrshiftdb2: 70071254

No compound-protein relationship available.

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 346.33 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 346.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 346.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.42
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.83
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.64
Plasma Protein Binding
48.96
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
4.76
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.87
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.28
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.88
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
-1.95
Rat (Acute)
2.06
Rat (Chronic Oral)
3.47
Fathead Minnow
3.97
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
413.35
Hydration Free Energy
-15.35
Log(D) at pH=7.4
-0.39
Log(P)
-0.93
Log S
-2.12
Log(Vapor Pressure)
-9.03
Melting Point
161.84
pKa Acid
7.93
pKa Basic
0.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9014
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9014
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8725
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8725
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8692
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8692
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8364
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8364
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8325
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8325
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8230
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8230
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8104
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8104
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8080
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8080
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7908
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7908
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7846
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7846
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7759
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7759
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7738
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7738
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 4 0.7702
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 4 0.7702
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 4 0.7657
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 4 0.7657
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7531
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7531
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7509
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7509
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7431
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7431
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7408
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7408
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7390
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7390
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7362
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7362
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7337
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7337
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7274
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7274
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7255
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7255
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7243
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7243
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 4 0.7231
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 4 0.7231
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7227
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7227
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 4 0.7214
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 4 0.7214
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7197
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7197
Lipoprotein E P26093 HEL_HAEIN Haemophilus influenzae 3 0.7131
Lipoprotein E P26093 HEL_HAEIN Haemophilus influenzae 3 0.7131
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7079
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7079
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7078
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7078
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7052
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7052
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7030
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7030
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7008
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7008

Download SDF