Picolinic acid

Details

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Internal ID ff83c302-6335-463f-b0a0-1a147a30b336
Taxonomy Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
IUPAC Name pyridine-2-carboxylic acid
SMILES (Canonical) C1=CC=NC(=C1)C(=O)O
SMILES (Isomeric) C1=CC=NC(=C1)C(=O)O
InChI InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)
InChI Key SIOXPEMLGUPBBT-UHFFFAOYSA-N
Popularity 2,870 references in papers

Physical and Chemical Properties

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Molecular Formula C6H5NO2
Molecular Weight 123.11 g/mol
Exact Mass 123.032028402 g/mol
Topological Polar Surface Area (TPSA) 50.20 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.78
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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98-98-6
2-Picolinic acid
Pyridine-2-carboxylic acid
2-Pyridinecarboxylic acid
2-Carboxypyridine
o-Pyridinecarboxylic acid
alpha-Picolinic acid
alpha-Pyridinecarboxylic acid
PYRIDINECARBOXYLIC ACID
Acide picolique
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Picolinic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 + 0.8035 80.35%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.7714 77.14%
Subcellular localzation Mitochondria 0.7256 72.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9864 98.64%
OATP1B3 inhibitior + 0.9654 96.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9218 92.18%
P-glycoprotein inhibitior - 0.9914 99.14%
P-glycoprotein substrate - 0.9932 99.32%
CYP3A4 substrate - 0.8192 81.92%
CYP2C9 substrate - 0.8533 85.33%
CYP2D6 substrate - 0.9128 91.28%
CYP3A4 inhibition - 0.9724 97.24%
CYP2C9 inhibition - 0.9822 98.22%
CYP2C19 inhibition - 0.9473 94.73%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9683 96.83%
CYP2C8 inhibition - 0.8135 81.35%
CYP inhibitory promiscuity - 0.9914 99.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6739 67.39%
Carcinogenicity (trinary) Non-required 0.7584 75.84%
Eye corrosion - 0.8960 89.60%
Eye irritation + 1.0000 100.00%
Skin irritation + 0.9594 95.94%
Skin corrosion - 0.6187 61.87%
Ames mutagenesis - 0.9800 98.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8843 88.43%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.8500 85.00%
skin sensitisation - 0.8796 87.96%
Respiratory toxicity - 0.8333 83.33%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.5848 58.48%
Acute Oral Toxicity (c) IV 0.3535 35.35%
Estrogen receptor binding - 0.9644 96.44%
Androgen receptor binding - 0.9390 93.90%
Thyroid receptor binding - 0.8354 83.54%
Glucocorticoid receptor binding - 0.9066 90.66%
Aromatase binding - 0.9053 90.53%
PPAR gamma - 0.6690 66.90%
Honey bee toxicity - 0.9871 98.71%
Biodegradation + 0.8750 87.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity - 0.9237 92.37%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1287622 Q9Y468 Lethal(3)malignant brain tumor-like protein 1 14125.4 nM
Potency
via CMAUP
CHEMBL1293235 P02545 Prelamin-A/C 35481.3 nM
Potency
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.15% 94.62%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.68% 81.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.46% 86.33%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 83.57% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.20% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.54% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.23% 91.11%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.91% 87.67%
CHEMBL1811 P34995 Prostanoid EP1 receptor 80.53% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 80.33% 94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera

Cross-Links

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PubChem 1018
NPASS NPC302159
ChEMBL CHEMBL72628
LOTUS LTS0200484
wikiData Q416682