Synonyms
UNII O414PZ4LPZ
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key YGSDEFSMJLZEOE-UHFFFAOYSA-N
Smiles OC(=O)c1ccccc1O
InChI
InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)

Physicochemical Descriptors

Property Name Value
Molecular Formula C7H6O3
Molecular Weight 138.12
AlogP 1.22
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 57.53
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 10.0
Assay Description Organism Bioactivity Reference
Nematotoxic activity against freshly hatched Meloidogyne incognita J2 (root-knot nematode) isolated from tomato roots assessed as induction of nematode paralysis at 1000 ug/mL measured 24 hr after immersion in compound test solutions Meloidogyne incognita None
Nematotoxic activity against Meloidogyne incognita (root-knot nematode) Meloidogyne incognita 46.0 ug.mL-1
Antifungal activity against Rhizoctonia solani AG-1 IA assessed as inhibition of mycelial growth at < 10 mg/l relative to control Rhizoctonia solani AG-1 IA None
Induction of systemic acquired resistance in Glycine max (soybean) plant infected with Rhizoctonia solani AG-1 IA assessed as reduction in disease severity at 2.5 mM applied as spray on day 20 prior to inoculation measured after 5 to 10 days relative to control Glycine max None
Antifungal activity against Rhizoctonia solani AG-1 IA assessed as mycelial growth at 100 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 40.0 mm
Antifungal activity against Rhizoctonia solani AG-1 IA assessed as mycelial growth at 10 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 40.0 mm
Antifungal activity against Rhizoctonia solani AG-1 IA assessed as mycelial growth at 1 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 40.0 mm
Antifungal activity against Rhizoctonia solani AG-1 IA assessed as mycelial growth at 0.1 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 40.0 mm
Induction of systemic acquired resistance against Pythium debaryanum AUSB 26351 in Gossypium barbadense seeds assessed as increase of fresh weight of seedling under greenhouse condition at 5 mM after 7 days Gossypium barbadense 5.4 g
Induction of systemic acquired resistance against Blumeria graminis f. sp. tritici in Triticum aestivum (wheat) plants on Kanzler cultivar assessed as decrease in disease severity of powdery mildew in leaves infected with Triticum aestivum (wheat) exposed to 1 mM compound for 3 years by small-plot experiment relative to control Triticum aestivum 47.0 %
Induction of systemic acquired resistance against Pythium debaryanum AUSB 26351 in Gossypium barbadense seeds assessed as increase of dry weight of seedling under greenhouse condition at 5 mM after 7 days Gossypium barbadense 0.2 g
Induction of systemic acquired resistance against Pythium debaryanum AUSB 26351 in Gossypium barbadense seeds assessed as reduction of disease index for germination under greenhouse condition at 5 mM after 7 days relative to infected control Gossypium barbadense 59.3 %
Induction of systemic acquired resistance against Pythium debaryanum AUSB 26351 in Gossypium barbadense seeds assessed as increase of germination under greenhouse condition at 5 mM after 7 days relative to control Gossypium barbadense 60.0 %
Induction of systemic acquired resistance against Fusarium oxysporum AUSB 26325 in Gossypium barbadense seeds assessed as increase of dry weight of seedling under greenhouse condition at 5 mM after 7 days Gossypium barbadense 0.2 g
Induction of systemic acquired resistance against Fusarium oxysporum AUSB 26325 in Gossypium barbadense seeds assessed as increase of fresh weight of seedling under greenhouse condition at 5 mM after 7 days Gossypium barbadense 2.7 g
Induction of systemic acquired resistance against Fusarium oxysporum AUSB 26325 in Gossypium barbadense seeds assessed as reduction of disease index for germination under greenhouse condition at 5 mM after 7 days relative to infected control Gossypium barbadense 43.3 %
Induction of systemic acquired resistance against Fusarium oxysporum AUSB 26325 in Gossypium barbadense seeds assessed as increase of germination under greenhouse condition at 5 mM after 7 days relative to control Gossypium barbadense 46.7 %
Toxicity in Cucurbita pepo (pumpkin) assessed as effect on host weight and height under greenhouse condition at 25 to 50 ug/ml Cucurbita pepo None
Insecticidal activity against Phytophthora capsici in Cucurbita pepo assessed as effect on host weight and height under greenhouse condition at 25 to 50 ug/ml Phytophthora capsici None
Insecticidal activity against Phytophthora capsici in Cucurbita pepo assessed as reduction of disease severity under greenhouse condition at 25 ug/ml after 1 week Phytophthora capsici None
Insecticidal activity against Phytophthora capsici assessed as inhibition of sporangium production at =>100 ug/ml after 4 days Phytophthora capsici None
Insecticidal activity against Phytophthora capsici assessed as inhibition of zoospore germination at 500 to 1000 ug/ml after 4 days with 16 hr photoperiod Phytophthora capsici None
Insecticidal activity against Phytophthora capsici assessed as inhibition of mycelial growth by measuring perpendicular colony diameter at => 100 ug/ml after 8 days Phytophthora capsici None
Antifeedant activity against Hylobius abietis (pine weevil ) in compound pre-treated Scots pine twig at 50 mM measured after 24 hr by two-choice laboratory bioassay Hylobius abietis 21.0 %
Dissociation constant, pKa of the compound at pH 7.3 None 4.32
Apparent hydrophobicity, log D of the compound in Octanol-buffer None -0.63
Apparent permeability of the compound by PAMPA None -5.92
Hydrophobicity, log P of the compound in octanol-water by shaking-flask method None 2.26
Toxicity in po dosed Rattus norvegicus (rat) Rattus norvegicus 6.79
Increase of new ploypeptide content in Curcuma longa (turmeric) plant rhizomes at 0.5 to 1 mM after 1 to 2 hr by SDS-PAGE analysis Curcuma longa None
Antimicrobial activity against Pythium aphanidermatum infected turmeric plant rhizomes assessed as increase of peroxidase activity at 0.5 mM after 2 to 10 days Pythium aphanidermatum None
Antimicrobial activity against Pythium aphanidermatum infected turmeric plant rhizomes assessed as increase of trypsin inhibitor activity at 0.5 mM after 2 to 10 days relative to control Pythium aphanidermatum 3.0
Antimicrobial activity against Pythium aphanidermatum infected turmeric plant rhizomes assessed as increase of chymotrypsin inhibitor activity at 0.5 mM after 2 to 10 days relative to control Pythium aphanidermatum 3.0
Antimicrobial activity against Pythium aphanidermatum infected turmeric plant rhizomes assessed as increase of chymotrypsin inhibitor activity at 0.5 mM after 2 to 6 days Pythium aphanidermatum None
Increase of chymotrypsin inhibitor activity in Curcuma longa (turmeric) plant rhizomes at 0.5 to 1 mM after 30 min to 2 hr Curcuma longa 2.0
Increase of trypsin inhibitor activity in Curcuma longa (turmeric) plant rhizomes at 0.5 mM after 30 to 60 min Curcuma longa None
Antimicrobial activity against Pythium aphanidermatum infected in turmeric plant rhizomes assessed as reduction of cell death at 0.5 to 1 mM after 2 to 8 days Pythium aphanidermatum None
Increase of soluble peroxidase activity in Curcuma longa (turmeric) plant rhizomes at 0.5 mM after 2 hr Curcuma longa None
Increase of ionically bound peroxidase activity in Curcuma longa (turmeric) plant rhizomes at 1 mM after 2 hr Curcuma longa None
Increase of ionically bound peroxidase activity in Curcuma longa (turmeric) plant rhizomes at 0.5 mM after 2 hr relative to control Curcuma longa 3.0
Increase of soluble peroxidase activity in Curcuma longa (turmeric) plant rhizomes at 0.5 mM after 1 hr relative to control Curcuma longa 2.0
Increase of soluble peroxidase activity in Curcuma longa (turmeric) plant rhizomes at 0.5 to 1 mM after 15 min Curcuma longa None
Increase of protein content in Curcuma longa (turmeric) plant rhizomes at 1 mM Curcuma longa None
Increase of protein content in Curcuma longa (turmeric) plant rhizomes at 1 mM up to 1 hr Curcuma longa None
Antimicrobial activity against Pythium aphanidermatum infected turmeric plant rhizomes assessed as increase of trypsin inhibitor activity at 0.5 mM after 2 to 8 days Pythium aphanidermatum None
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 5 umol/disk by paper disk method Ralstonia solanacearum 16.0 mm
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 0.5 umol/disk by paper disk method Ralstonia solanacearum None
Induction of systemic resistance (ISR) activity in Nicotiana tabacum (tobacco) seedlings against pectobacterium carotovorum subsp. carotovorum SCC1 assessed as decrease in disease symptoms on leaves at 1 mM applied to roots prior to leaf infection with SCC1 measured at 3 days after pathogen challenge Nicotiana tabacum None
Decrease in Botryosphaeria dothidea ligninolytic enzyme production assessed as pectinase activity using pectin as substrate at 1 mM measured at 28 degC after 4 days Botryosphaeria dothidea None
Decrease in Neofusicoccum ribis ligninolytic enzyme production assessed as pectinase activity using pectin as substrate measured at 28 degC after 4 days Neofusicoccum ribis None
Decrease in Botryosphaeria dothidea ligninolytic enzyme production assessed as laccase activity using ABTS as substrate at 15 mM measured at 28 degC after 4 days Botryosphaeria dothidea None
Decrease in Botryosphaeria dothidea ligninolytic enzyme production assessed as laccase activity using ABTS as substrate measured at 28 degC after 4 days Botryosphaeria dothidea None
Inhibition of Diplodia seriata (Schwein.) Shoemaker mycelium growth at 15 mM measured at 28 degC after 4 days Diplodia seriata None
Inhibition of Neofusicoccum ribis mycelium growth at 20 mM measured at 28 degC after 4 days Neofusicoccum ribis None
Inhibition of Lasiodiplodia theobromae mycelium growth at 25 mM measured at 28 degC after 4 days Lasiodiplodia theobromae 100.0 %
Inhibition of Lasiodiplodia theobromae mycelium growth measured at 28 degC after 4 days Lasiodiplodia theobromae 5000000.0 nM
Inhibition of Neofusicoccum ribis mycelium growth measured at 28 degC after 4 days Neofusicoccum ribis 5000000.0 nM
Inhibition of Diplodia seriata (Schwein.) Shoemaker mycelium growth measured at 28 degC after 4 days Diplodia seriata 5000000.0 nM
Inhibition of Botryosphaeria dothidea mycelium growth measured at 28 degC after 4 days Botryosphaeria dothidea 5000000.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL424
FDA SRS O414PZ4LPZ
PDB SAL
SureChEMBL SCHEMBL1967