2-methylphenylmethanol beta-gentiobioside - Compound Card

2-methylphenylmethanol beta-gentiobioside

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2-methylphenylmethanol beta-gentiobioside

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Monoaromatic Glycoside
Canonical Smiles OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OCc3ccccc3C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C20H30O11/c1-9-4-2-3-5-10(9)7-28-19-18(27)16(25)14(23)12(31-19)8-29-20-17(26)15(24)13(22)11(6-21)30-20/h2-5,11-27H,6-8H2,1H3/t11-,12-,13-,14-,15+,16+,17-,18-,19-,20-/m1/s1
InChIKey OIUSMKPAIWDWBX-XSVWGIRKSA-N
Formula C20H30O11
HBA 11
HBD 7
MW 446.45
Rotatable Bonds 7
TPSA 178.53
LogP -2.86
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: 162948013
Nmrshiftdb2: 70038279

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COC(O2)CCCC2COC3CCCCO3

Level: 2

Mol. Weight: 446.45 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 446.45 g/mol

Structure

SMILES: c1ccccc1COC2CCCCO2

Level: 1

Mol. Weight: 446.45 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 446.45 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 446.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.85
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.060
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.930
Plasma Protein Binding
70.45
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
4.040
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.410
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.360
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.470
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
-43.160
Rat (Acute)
2.030
Rat (Chronic Oral)
3.690
Fathead Minnow
1.910
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
503.400
Hydration Free Energy
-7.230
Log(D) at pH=7.4
-0.070
Log(P)
-1.81
Log S
-1.25
Log(Vapor Pressure)
-17.65
Melting Point
152.06
pKa Acid
5.15
pKa Basic
5.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9037
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9037
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9032
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9032
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8879
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8879
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8407
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8407
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8258
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8258
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8241
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8241
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.8109
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.8109
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8078
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8078
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8036
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8036
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7940
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7940
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7900
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7900
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7869
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7869
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7743
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7743
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7742
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7742
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7729
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7729
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7705
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7705
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7612
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7612
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 2 0.7606
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7606
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 2 0.7606
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7606
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7559
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7551
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7551
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7534
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7534
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7529
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7529
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7488
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7488
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7484
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7484
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7479
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7479
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7470
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7470
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7438
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7438
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7438
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7438
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7415
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7415
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 2 0.7410
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 2 0.7410
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7400
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7400
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7378
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7378
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7310
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7310
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7237
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7237
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7215
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7215
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7199
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7199
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7195
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7195
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7169
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7169
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7144
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7144
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7066
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7066
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7041
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7041
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7037
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7037
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7010
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7010

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