3,4-dimethylphenol beta-gentiobioside - Compound Card

3,4-dimethylphenol beta-gentiobioside

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3,4-dimethylphenol beta-gentiobioside

Structure
Zoomed Structure
  • Family: Rubiaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Monoaromatic Glycoside
Canonical Smiles OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3ccc(c(c3)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C20H30O11/c1-8-3-4-10(5-9(8)2)29-20-18(27)16(25)14(23)12(31-20)7-28-19-17(26)15(24)13(22)11(6-21)30-19/h3-5,11-27H,6-7H2,1-2H3/t11-,12-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1
InChIKey XAOQXIOPQJEPDW-XSVWGIRKSA-N
Formula C20H30O11
HBA 11
HBD 7
MW 446.45
Rotatable Bonds 6
TPSA 178.53
LogP -2.69
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 446.18
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ixora undulata Rubiaceae Plantae 1231253

Showing of synonyms

  • Sugimoto S, Wanas AS, et al. (2014). Structure elucidation of secondary metabolites isolated from the leaves of Ixora undulate and their inhibitory activity toward advanced glycation end-products formation. Phytochemistry,2014,108,189-195. [View] [PubMed]
Pubchem: 102341728
Nmrshiftdb2: 70038281

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc3ccccc3

Level: 2

Mol. Weight: 292.37 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 200.28 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 178.23 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.97
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.310
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.840
Plasma Protein Binding
69.73
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
3.480
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.510
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.330
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.960
Micronucleos
Safe
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
-37.720
Rat (Acute)
2.120
Rat (Chronic Oral)
3.620
Fathead Minnow
2.320
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
499.730
Hydration Free Energy
-8.010
Log(D) at pH=7.4
0.010
Log(P)
-1.3
Log S
-1.54
Log(Vapor Pressure)
-16.69
Melting Point
160.47
pKa Acid
4.77
pKa Basic
5.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8898
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8898
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8779
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8779
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8525
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.8525
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8368
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8368
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8140
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8140
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8137
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8137
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7946
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7946
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7741
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7741
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7630
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7630
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7615
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7615
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7614
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7614
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7539
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7539
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7457
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7457
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7416
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7416
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7414
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7414
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7380
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7380
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7367
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7367
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7360
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7360
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7332
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7332
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7259
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7259
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 4 0.7246
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 4 0.7246
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7156
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7156
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7126
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7126
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7106
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7106
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7083
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7083
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7041
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7041

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