Zinolol - Compound Card

Zinolol

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Zinolol

Structure
Zoomed Structure
  • Family: Primulaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Monosaccharide Derivative
Canonical Smiles CNCc1cc(O)cc(c1O)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C14H21NO8/c1-15-4-6-2-7(17)3-8(10(6)18)22-14-13(21)12(20)11(19)9(5-16)23-14/h2-3,9,11-21H,4-5H2,1H3/t9-,11-,12+,13-,14?/m1/s1
InChIKey XDRANPRXTFIDRB-GQYPCLOQSA-N
Formula C14H21NO8
HBA 9
HBD 7
MW 331.32
Rotatable Bonds 5
TPSA 151.87
LogP -2.0
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.57
Exact Mass 331.13
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Anagallis monelli Primulaceae Plantae 306291

Showing of synonyms

  • Ammar S, Mahjoub MA, et al. (2007). Mutagenic, antimutagenic and antioxidant activities of a new class of beta-glucoside hydroxyhydroquinone from Anagallis monelli growing in Tunisia. Chemical and Pharmaceutical Bulletin,2007,55(3),385-388. [View] [PubMed]
Pubchem: 162938740

No compound-protein relationship available.

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

Antimutagenic
Antioxidant
Mutagenic

Absorption

Caco-2 (logPapp)
-5.78
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.87
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.41
Plasma Protein Binding
38.56
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
11.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.66
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.42
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.8
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
-1.62
Rat (Acute)
1.99
Rat (Chronic Oral)
3.69
Fathead Minnow
3.07
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
493.68
Hydration Free Energy
-16.25
Log(D) at pH=7.4
-1.3
Log(P)
-2.31
Log S
-1.35
Log(Vapor Pressure)
-11.69
Melting Point
162.18
pKa Acid
4.37
pKa Basic
9.23
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8690
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8690
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8536
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8536
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8503
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8503
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8497
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8497
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8356
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8356
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.8277
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.8277
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8255
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8255
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8222
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8222
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8216
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8216
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8047
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8047
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8043
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8043
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8004
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8004
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7931
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7931
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7930
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7930
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7868
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7868
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7843
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7843
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7833
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7833
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7771
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7771
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7744
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7744
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7727
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7727
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7706
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7706
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7687
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7687
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7684
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7684
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7648
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7648
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7630
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7630
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7619
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7619
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7603
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7603
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7603
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7603
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7584
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7584
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7564
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7564
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7550
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7550
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7540
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7540
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7513
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7513
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 2 Q10588 BST1_HUMAN Homo sapiens 4 0.7448
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 2 Q10588 BST1_HUMAN Homo sapiens 4 0.7448
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7434
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7434
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7393
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7393
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7392
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7392
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7389
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7389
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7373
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7373
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7362
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7362
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7350
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7350
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7303
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7303
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7297
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7297
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7289
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7289
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7238
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7238
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7237
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7237
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7236
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7236
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7235
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7235
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7226
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7226
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7224
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7224
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7223
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7223
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7126
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7126
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7116
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7116
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7108
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7108
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7099
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7099
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7083
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7083
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7071
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7071
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7070
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7070
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7067
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7067
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7065
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7065
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7043
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7043
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 4 0.7026
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 4 0.7026
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7013
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7013
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7011
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7011
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7004
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7004
Glutathione S-transferase Q8ILQ7 GST_PLAFA Plasmodium falciparum 3 0.7004
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7004

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