3,4-dimethoxybenzyl beta-D-xylopyranosyl(1→2)-beta-D-glucopyranoside - Compound Card

3,4-dimethoxybenzyl beta-D-xylopyranosyl(1→2)-beta-D-glucopyranoside

Select a section from the left sidebar

3,4-dimethoxybenzyl beta-D-xylopyranosyl(1→2)-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Lignan
Canonical Smiles OCC1OC(OCc2ccc(c(c2)OC)OC)C(C(C1O)O)OC1OCC(C(C1O)O)O
InChI InChI=1S/C20H30O12/c1-27-11-4-3-9(5-12(11)28-2)7-29-20-18(16(25)15(24)13(6-21)31-20)32-19-17(26)14(23)10(22)8-30-19/h3-5,10,13-26H,6-8H2,1-2H3
InChIKey IPWUUZFGRWFCBS-UHFFFAOYSA-N
Formula C20H30O12
HBA 12
HBD 6
MW 462.45
Rotatable Bonds 8
TPSA 176.76
LogP -2.52
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 462.17
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Milicia excelsa Moraceae Plantae 58664

Showing of synonyms

  • Ouete JL, Sandjo LP, et al. (2014). Excelsoside: a new benzylic diglycoside from the leaves of Milicia excelsa.. Zeitschrift fur Naturforschung. C, Journal of biosciences,2014, 69(7-8), 271-275. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COC(OCCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 462.45 g/mol

Structure

SMILES: c1ccccc1COC2CCCCO2

Level: 1

Mol. Weight: 462.45 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 462.45 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.45 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.02
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.13
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
-7.24
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
5.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.84
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.94
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.52
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
-65.8
Rat (Acute)
2.17
Rat (Chronic Oral)
3.87
Fathead Minnow
3.33
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
472.72
Hydration Free Energy
-4.4
Log(D) at pH=7.4
-0.4
Log(P)
-1.94
Log S
-1.62
Log(Vapor Pressure)
-12.36
Melting Point
143.45
pKa Acid
6.1
pKa Basic
1.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8766
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8450
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8443
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8442
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8275
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8212
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 4 0.8072
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8040
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7953
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7916
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7811
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7586
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7445
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7409
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7359
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7322
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7283
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7240
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7232
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7217
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7216
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7212
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7197
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7182
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7177
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7177
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7175
Large structural protein Q91L20 Q91L20_9MONO Human metapneumovirus 3 0.7116
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7102
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7078
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7049
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7049
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7036
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7035
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7031
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7031
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7013

Download SDF