CIANIDANOL

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Synonyms
Status
Molecule Category UNKNOWN
UNII 8R1V1STN48
EPA CompTox DTXSID3022322

Structure

InChI Key PFTAWBLQPZVEMU-DZGCQCFKSA-N
Smiles Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2
InChI
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H14O6
Molecular Weight 290.27
AlogP 1.55
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 1.0
Polar Surface Area 110.38
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 21.0
Assay Description Organism Bioactivity Reference
Percent inhibition of glucose uptake into chondrocytes prepared from the metacarpophalageal joints of mature cow at concentration of 50 uM Bos taurus 12.1 %
Inhibition of DMBA-induced preneoplastic lesions in mouse mammary gland organ culture at 10 ug/mL Mus musculus 50.0 %
Antioxidant activity assessed as DPPH free radical scavenging activity after 30 mins None 2.7 ug.mL-1
Inhibition of aldose reductase in rat lens homogenate at 30 uM Rattus norvegicus 38.0 %
Cytotoxicity against human A549 cells after 96 hrs by MTT assay Homo sapiens 10.0 ug.mL-1
Cytotoxicity against human A2780 cells after 96 hrs by MTT assay Homo sapiens 10.0 ug.mL-1
Cytotoxicity against human Bel-7402 cells after 96 hrs by MTT assay Homo sapiens 10.0 ug.mL-1
Cytotoxicity against human BGC-823 cells after 96 hrs by MTT assay Homo sapiens 10.0 ug.mL-1
Cytotoxicity against human HCT8 cells after 96 hrs by MTT assay Homo sapiens 10.0 ug.mL-1
Antiviral activity against HIV infected in human MT4 cells assessed as inhibition of virus-induced cytopathic effect by MTT assay Human immunodeficiency virus 86.8 ug.mL-1
Inhibition of reduced carboxymethylated kappa-casein fibril formation at 50 ug/mL measured every 5 mins after 1000 mins by thioflavin T staining-based binding assay None 0.0 %
Antiaggregatory activity in human platelets assessed as inhibition of collagen-induced platelet aggregation by aggregometry Homo sapiens 27.65 ug.mL-1
Antiaggregatory activity in human platelets assessed as inhibition of thrombin-induced platelet aggregation by aggregometry Homo sapiens 50.0 ug.mL-1
Inhibition of Hepatitic C virus NS3/4A protease by FRET assay Hepatitis C virus 10.0 ug.mL-1
Antioxidant activity assessed as inhibition of DPPH radical production after 30 min by spectrophotometric analysis None 1.4 ug.mL-1
Antioxidant activity assessed as inhibition of ABTS radical production after 10 min by spectrophotometric analysis None 0.56 ug.mL-1
Antiamoebic activity against Entamoeba histolytica Entamoeba histolytica 65.55 ug.mL-1
Antiprotozoal activity against clinical isolates of Giardia lamblia IMSS:8901:1 Giardia intestinalis 33.9 ug.mL-1
Antiprotozoal activity against clinical isolates of Entamoeba histolytica HM-1:IMSS Entamoeba histolytica HM-1:IMSS 65.6 ug.mL-1
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 72.87 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 92.34 %
Noncompetitive inhibition of Leishmania amazonensis recombinant arginase expressed in Escherichia coli Rosetta (DE3) pLysS using L-arginine as substrate by Dixon reciprocal plot analysis Leishmania amazonensis 600.0 nM
Inhibition of rat intestinal sucrase using p-nitrophenyl-alpha-d-glucopyranoside as substrate at 1 mM incubated for 10 mins prior to substrate addition measured after 5 mins by spectrophotometry Rattus norvegicus 79.97 %
Anti-platelet activity in rat platelet rich plasma assessed as inhibition of ADP and calcium-induced platelet aggregation at 100 uM pre-incubated at 37 degC for 10 mins and measured 30 mins after ADP and calcium addition Rattus norvegicus 35.13 %
Inhibition of human DHODH at 100 uM Homo sapiens 38.0 %
Inhibition of recombinant oligo-histidine-tagged Leishmania major DHODH expressed in Escherichia coli BL21(DE3) cells at 100 uM using DHO as substrate measured after 60 secs Leishmania major 52.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 11.44 %
Inhibition of porcine pancreatic lipase using pNPB as substrate measured after 30 mins using plasma treated sample Sus scrofa 98.6 ug.mL-1
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 29.44 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.06 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.06 %
Inhibition of cytochrome c (unknown origin) assessed as reduction in cyt c-CL peroxidase activity at 10 uM up to 20 mins in presence of cardiolipin by Amplex red staining based fluorescence assay relative to control Homo sapiens 90.0 %
Inhibition of cytochrome c (unknown origin) assessed as reduction reduction of cyt c from its ferric state to ferrous state at 10 uM incubated for 20 mins in presence of cardiolipin by UV-vis Spectrophotometric assay relative to control Homo sapiens 61.0 %
Trypanocidal activity against Trypanosoma brucei rhodesiense assessed as parasite growth inhibition incubated for 3 days by Celltiter-Glo luminescence assay Trypanosoma brucei rhodesiense 47.6 ug.mL-1
Trypanocidal activity against Trypanosoma evansi assessed as parasite growth inhibition incubated for 3 days by Celltiter-Glo luminescence assay Trypanosoma evansi 14.9 ug.mL-1

Related Entries

Cross References

Resources Reference
ChEBI 15600
ChEMBL CHEMBL311498
DrugBank DB14086
DrugCentral 629
FDA SRS 8R1V1STN48
Human Metabolome Database HMDB0037953
KEGG C06562
PDB KXN
PubChem 9064
SureChEMBL SCHEMBL19741
ZINC ZINC000000119983
CONTENTS