7-O-beta-glucopyranosyl benzyl alcohol - Compound Card

7-O-beta-glucopyranosyl benzyl alcohol

Select a section from the left sidebar

7-O-beta-glucopyranosyl benzyl alcohol

Structure
Zoomed Structure
  • Family: Plantae - Acanthaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Benzyl Alcohol Glycoside
Canonical Smiles OCC1O[C@@](O)(O[C@H](c2ccccc2)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C13H18O8/c14-6-8-9(15)10(16)11(17)13(19,20-8)21-12(18)7-4-2-1-3-5-7/h1-5,8-12,14-19H,6H2/t8?,9-,10?,11+,12-,13-/m1/s1
InChIKey XHEUIFGYKWNZGE-KHJWEVKISA-N
Formula C13H18O8
HBA 8
HBD 6
MW 302.28
Rotatable Bonds 4
TPSA 139.84
LogP -2.19
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.54
Exact Mass 302.1
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sanchezia nobilis Acanthaceae Plantae 71612

Showing of synonyms

  • Abd Ellah AE, Mohamed KM, et al. (2014). Cinnamyl alcohol, benzyl alcohol, and flavonoid glycosides from Sanchezia nobilis. Chemistry of Natural Compounds,2014,50(5),823-826. [View]
Pubchem: 162817642
Nmrshiftdb2: 70060455

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COC2CCCCO2

Level: 1

Mol. Weight: 302.28 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 302.28 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 302.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.69
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.59
Plasma Protein Binding
59.71
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
4.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.97
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.34
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.26
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
-3.94
Rat (Acute)
1.84
Rat (Chronic Oral)
3.57
Fathead Minnow
2.95
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
421.28
Hydration Free Energy
-18.78
Log(D) at pH=7.4
-1.34
Log(P)
-1.89
Log S
-1.0
Log(Vapor Pressure)
-12.77
Melting Point
163.44
pKa Acid
5.06
pKa Basic
5.14
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 0.9002
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.9002
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8996
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8996
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8908
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8908
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8876
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8876
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8808
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8808
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8690
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8690
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8593
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8593
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8499
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8499
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8439
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8439
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8373
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8373
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8350
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8350
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8345
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8345
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8312
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8312
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8243
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8243
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8187
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8187
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8155
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8155
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8055
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8055
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8007
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7946
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7946
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7933
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7933
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7870
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7870
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7867
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7867
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7792
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7792
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7758
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7758
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7708
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7708
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7643
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7643
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7576
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7576
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7575
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7575
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7502
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7502
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7488
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7488
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7424
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7424
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7398
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7398
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7398
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7398
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7349
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7349
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7335
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7335
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7310
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7310
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 4 0.7272
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 4 0.7272
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7243
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7243
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7243
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7243
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7236
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7236
Tissue factor P13726 TF_HUMAN Homo sapiens 3 0.7213
Tissue factor P13726 TF_HUMAN Homo sapiens 3 0.7213
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7171
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7171
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7167
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7167
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7163
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7163
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 3 0.7141
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 3 0.7141
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7116
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7116
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7111
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7111
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7108
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7108
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7091
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7091
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7085
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7085
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7078
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7078
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7054
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7054
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7030
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7030
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7016
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7016
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7003
6-phosphogluconate dehydrogenase, decarboxylating P96789 6PGD_LACLM Lactococcus lactis subsp. cremoris 3 0.7003

Download SDF