4-Hydroxynicotinic acid

Details

• Internal ID: ec34f602-9efe-413f-af1a-d0345073320b
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
• IUPAC Name: 4-oxo-1H-pyridine-3-carboxylic acid
• SMILES (Canonical): C1=CNC=C(C1=O)C(=O)O
• SMILES (Isomeric): C1=CNC=C(C1=O)C(=O)O
• InChI: InChI=1S/C6H5NO3/c8-5-1-2-7-3-4(5)6(9)10/h1-3H,(H,7,8)(H,9,10)
• InChI Key: CHCUBGPSZDGABM-UHFFFAOYSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₅NO₃
• Molecular Weight: 139.11 g/mol
• Exact Mass: 139.026943022 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 609-70-1
• 4-Hydroxy-3-pyridinecarboxylic acid
• 4H3P cpd
• RefChem:523855
• 210-197-7
• 4-Hydroxypyridine-3-carboxylic acid
• 72676-96-1
• 4-oxo-1,4-dihydropyridine-3-carboxylic acid
• 4-oxo-1H-pyridine-3-carboxylic acid
• MFCD00040286
• 4-Hydroxy-nicotinic acid
• 3-Pyridinecarboxylic acid, 4-hydroxy-
• Odhpca
• 4-Hydroxy-3-pyridinecarboxylic Acid Hydrochloride Salt
• F1371-0219
• 4-Hydroxynicotinic Acid Hydrochloride
• 4-Oxo-1,4-dihydro-3-pyridinecarboxylic acid
• 4-Hydroxypyridine-3-carboxylic Acid; 4-Hydroxy-3-pyridinecarboxylic Acid Hydrochloride
• 4-Hydroxynicotinic Acid Hydrochloride Salt; 4-Hydroxypyridine-3-carboxylic Acid Hydrochloride Salt
• EINECS 210-197-7
• Oprea1_654715
• MLS000085094
• SCHEMBL830377
• SCHEMBL852353
• IFLab1_005319
• CHEMBL1610346
• SCHEMBL30804202
• 4-HYDROXYISONICOTINIC ACID
• DTXSID80976370
• HMS1427B17
• HMS2405E22
• SMSSF-0040493
• 3-CARBOXY-4-HYDROXYPYRIDINE
• BCP24355
• ZFA99851
• 3-Pyridinecarboxylicacid, 4-hydroxy
• AC-510
• SBB052972
• AKOS000320216
• AKOS025395582
• AB01802
• CS-W007951
• PS-4500
• SB53049
• IDI1_010722
• 4-Oxo-1,4-dihydropyridine-3-carboxylato
• BL001825
• SMR000019640
• SY013019
• 4-oxo-1,4-dihydropyridine-3-carboxylicacid
• DB-028921
• DB-132405
• CS-0356770
• NS00043244
• 1,4-Dihydro-4-oxo-3-pyridinecarboxylic acid
• 3-Pyridinecarboxylicacid,1,4-dihydro-4-oxo-
• EN300-120200
• AB00407914-09
• 609H701
• AC-907/25004512
• Q63392312
• Z1869802012

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9582	95.82%
Caco-2	+	0.5952	59.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8347	83.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9714	97.14%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9608	96.08%
P-glycoprotein inhibitior	-	0.9893	98.93%
P-glycoprotein substrate	-	0.9757	97.57%
CYP3A4 substrate	-	0.8168	81.68%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.9127	91.27%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8918	89.18%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.9257	92.57%
CYP2C8 inhibition	-	0.9839	98.39%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8726	87.26%
Carcinogenicity (trinary)	Non-required	0.7491	74.91%
Eye corrosion	-	0.9781	97.81%
Eye irritation	+	0.9952	99.52%
Skin irritation	+	0.5348	53.48%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8869	88.69%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.8209	82.09%
skin sensitisation	-	0.6991	69.91%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5518	55.18%
Acute Oral Toxicity (c)	III	0.3817	38.17%
Estrogen receptor binding	-	0.9664	96.64%
Androgen receptor binding	-	0.9070	90.70%
Thyroid receptor binding	-	0.7088	70.88%
Glucocorticoid receptor binding	-	0.9363	93.63%
Aromatase binding	-	0.8559	85.59%
PPAR gamma	-	0.7961	79.61%
Honey bee toxicity	-	0.9825	98.25%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.6699	66.99%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	44668.4 nM	Potency	via CMAUP
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	15848.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.93%	81.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.61%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.02%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 69113
• NPASS: NPC66789
• ChEMBL: CHEMBL1610346