Trigonelline Hydrochloride

Details

• Internal ID: b742010f-760e-4fc4-ab09-3f02d249b22a
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridinecarboxylic acids and derivatives > Pyridinecarboxylic acids
• IUPAC Name: 1-methylpyridin-1-ium-3-carboxylic acid;chloride
• SMILES (Canonical): C[N+]1=CC=CC(=C1)C(=O)O.[Cl-]
• SMILES (Isomeric): C[N+]1=CC=CC(=C1)C(=O)O.[Cl-]
• InChI: InChI=1S/C7H7NO2.ClH/c1-8-4-2-3-6(5-8)7(9)10;/h2-5H,1H3;1H
• InChI Key: TZSYLWAXZMNUJB-UHFFFAOYSA-N
• Popularity: 303 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈ClNO₂
• Molecular Weight: 173.60 g/mol
• Exact Mass: 173.0243562 g/mol
• Topological Polar Surface Area (TPSA): 41.20 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 6138-41-6
• trigonelline HCl
• 3-Carboxy-1-methylpyridinium chloride
• Trigonelline, chloride
• N-Methylnicotinic acid chloride
• Pyridinium, 3-carboxy-1-methyl-, chloride
• 1-methylpyridin-1-ium-3-carboxylic acid;chloride
• N-Methyl-3-carboxypyridinium chloride
• UNII-89A86B74I9
• EINECS 228-119-5
• NSC 66510
• NSC-66510
• 89A86B74I9
• N-Methylnicotinic acid betaine hydrochloride
• PYRIDINIUM, 3-CARBOXY-1-METHYL-, CHLORIDE (1:1)
• RefChem:191638
• Pyridinium, 3-carboxy-1-methyl-, chloride (8CI)
• Pyridinium, 3-carboxy-1-methyl-, chloride (8CI)(9CI)
• trigonelline chloride
• 6138-40-5
• 3-carboxy-1-methylpyridin-1-ium chloride
• Trigonelline (chloride)
• 1-Methylpyridinium-3-carboxylate hydrochloride
• 1-methylpyridine-3-carboxylic acid, chloride
• Trigonelline hydrochloride, analytical standard
• TRIGONELLIN MONOHYDRATE
• Pyridinium, 3-carboxy-1-methyl-, chloride (1:1); 3-Carboxy-1-methylpyridinium chloride (7CI); Pyridinium, 3-carboxy-1-methyl-, chloride (8CI,9CI); Trigonelline, chloride (6CI); N-Methyl-3-carboxypyridinium chloride; Trigonelline hydrochloride
• Trigonellinehydrochloride
• Trigonelline-Hydrochloride
• MLS002695953
• orb1304836
• SCHEMBL5310723
• HY-N0415R
• CHEBI:229203
• HMS3885E06
• HMS5082O13
• HY-N0415
• NSC66510
• Trigonelline (chloride) (Standard)
• SBB000182
• AKOS005067858
• CCG-266381
• CS-8097
• FT52462
• AS-58723
• FT158389
• SMR001562117
• ST023511
• DB-053858
• NS00081816
• Trigonelline hydrochloride, >=98.0% (AT)
• T-6500
• Pyridinium,3-carboxy-1-methyl-,hydroxide(1:1)
• Q27270033
• 1-Methylpyridinium-3-carboxylate hydrochloride;Nicotinic acid-N-methylbetaine hydrochloride
• Coffearine; 1-Methylpyridinium-3-carboxylate hydrochloride; Nicotinic acid N-methylbetaine hydrochloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8194	81.94%
Caco-2	+	0.9665	96.65%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7546	75.46%
OATP2B1 inhibitior	-	0.8792	87.92%
OATP1B1 inhibitior	+	0.9667	96.67%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9319	93.19%
P-glycoprotein inhibitior	-	0.9861	98.61%
P-glycoprotein substrate	-	0.9627	96.27%
CYP3A4 substrate	-	0.7827	78.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9056	90.56%
CYP3A4 inhibition	-	0.9637	96.37%
CYP2C9 inhibition	-	0.9039	90.39%
CYP2C19 inhibition	-	0.9594	95.94%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	-	0.9266	92.66%
CYP inhibitory promiscuity	-	0.9790	97.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6354	63.54%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9035	90.35%
Eye irritation	+	0.9809	98.09%
Skin irritation	+	0.5500	55.00%
Skin corrosion	-	0.6908	69.08%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9221	92.21%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	IV	0.4032	40.32%
Estrogen receptor binding	-	0.9735	97.35%
Androgen receptor binding	-	0.8941	89.41%
Thyroid receptor binding	-	0.8732	87.32%
Glucocorticoid receptor binding	-	0.9207	92.07%
Aromatase binding	-	0.8898	88.98%
PPAR gamma	-	0.8170	81.70%
Honey bee toxicity	-	0.9895	98.95%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.8570	85.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.48%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.36%	81.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134606
• NPASS: NPC159630