1-(R)-phenyl ethanol beta-gentiobioside - Compound Card

1-(R)-phenyl ethanol beta-gentiobioside

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1-(R)-phenyl ethanol 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](O[C@H](c3ccccc3)O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C19H28O12/c20-6-9-11(21)13(23)15(25)18(29-9)28-7-10-12(22)14(24)16(26)19(30-10)31-17(27)8-4-2-1-3-5-8/h1-5,9-27H,6-7H2/t9-,10-,11-,12-,13+,14+,15-,16-,17-,18-,19+/m1/s1
InChIKey GYUUUWMVWHSGQL-XKBVNKBBSA-N
Formula C19H28O12
HBA 12
HBD 8
MW 448.42
Rotatable Bonds 7
TPSA 198.76
LogP -3.68
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 448.16
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: 162817105
Nmrshiftdb2: 70038284

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COC(O2)CCCC2COC3CCCCO3

Level: 2

Mol. Weight: 448.42 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 448.42 g/mol

Structure

SMILES: c1ccccc1COC2CCCCO2

Level: 1

Mol. Weight: 448.42 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 448.42 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 448.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.16
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.240
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.58

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.760
Plasma Protein Binding
65.12
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
4.870
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.610
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.210
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.340
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
-46.640
Rat (Acute)
1.980
Rat (Chronic Oral)
4.050
Fathead Minnow
2.270
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
499.700
Hydration Free Energy
-7.200
Log(D) at pH=7.4
-1.250
Log(P)
-3.05
Log S
-1.22
Log(Vapor Pressure)
-17.82
Melting Point
162.81
pKa Acid
4.63
pKa Basic
4.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.9194
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.9194
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.9066
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.9066
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8941
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8941
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8590
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8590
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8571
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8571
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8504
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8504
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8443
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8443
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8141
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8141
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8030
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8030
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7940
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7940
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7908
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7908
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7859
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7859
Putative snRNP Sm-like protein Q8ZYG5 Q8ZYG5_PYRAE Pyrobaculum aerophilum 3 0.7844
Putative snRNP Sm-like protein Q8ZYG5 Q8ZYG5_PYRAE Pyrobaculum aerophilum 3 0.7844
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7657
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7657
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7606
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7606
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7604
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7604
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7539
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7539
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7459
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7459
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7435
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7435
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7416
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7416
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7254
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7254
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7253
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7253
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7195
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7195
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7181
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7181
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7173
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7173
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7170
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7170
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7164
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7164
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7096
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7096
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7082
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7082
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7074
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7074
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7058
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7058
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7049
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7049
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7045
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7045
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7035
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7035
Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2 O95340 PAPS2_HUMAN Homo sapiens 2 0.7032
Bifunctional 3'-phosphoadenosine 5'-phosphosulfate synthase 2 O95340 PAPS2_HUMAN Homo sapiens 2 0.7032
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7016
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7016
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7007
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7007
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7000
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7000

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