Arecoline Hydrobromide

Details

• Internal ID: a95adf1f-3c10-4025-9572-148e961baba5
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate;hydrobromide
• InChI: InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
• InChI Key: AXOJRQLKMVSHHZ-UHFFFAOYSA-N
• Popularity: 140 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄BrNO₂
• Molecular Weight: 236.11 g/mol
• Exact Mass: 235.02079 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 300-08-3
• ARECOLINE HBr
• NSC-31750
• 24S79B9CX7
• DTXSID9075379
• 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromide
• RefChem:113811
• DTXCID6038112
• 206-087-3
• methyl 1-methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate;bromide
• Arecoline bromide
• Methyl 1-Methyl-1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromide
• MFCD00039041
• Esterase
• Arecoline (hydrobromide)
• 3-Pyridinecarboxylicacid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromide
• methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate,hydrobromide
• MLS000028840
• Arekolinhydrobromid
• Arekolinhydrobromid [German]
• NSC31750
• SR-01000075307
• SMR000058258
• EINECS 206-087-3
• NSC 31750
• Arecoline hydrobromide [NF]
• UNII-24S79B9CX7
• methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, bromide
• Prestwick_958
• methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate;hydrobromide
• methyl 1,2,5,6-tetrahydro-1-methylnicotinate hydrobromide
• Methyl N-methyl-1,2,5,6-tetrahydronicotinate hydrobromide
• N-Methyltetrahydronicotinic acid methyl ester hydrobromide
• Methyl 1,2,5,6-tetrahydro-1-methylnicotinate, hydrobromide
• methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate hydrobromide
• MLS002222282
• ARECOLINE, HYDROBROMIDE
• SCHEMBL527735
• SPECTRUM1500680
• CHEMBL449209
• orb1306134
• MSK40378H
• CHEBI:233150
• HMS1569A06
• HMS1921C10
• HMS5081P11
• Pharmakon1600-01500680
• ARECOLINE HYDROBROMIDE [MI]
• BCP02923
• HY-B0489
• Tox21_500049
• CCG-38354
• NSC757418
• s2614
• SBB053837
• AKOS009031332
• AC-8048
• BCP9000314
• FA17972
• LP00049
• NSC-757418
• PS-7647
• NICOTINIC ACID, 1,2,5,6-TETRAHYDRO-1-METHYL-, METHYL ESTER, HYDROBROMIDE
• WLN: T6N CUTJ A1 CVO1 & GH
• NCGC00093563-01
• NCGC00093563-02
• NCGC00093563-03
• NCGC00093563-04
• NCGC00093563-05
• NCGC00093563-06
• NCGC00260734-01
• SY057191
• BCP0726000295
• QT2275000
• A0523
• EU-0100049
• NS00079747
• ST50307303
• SW197045-3
• EN300-21253
• A 6134
• A10820
• SR-01000075307-1
• SR-01000075307-3
• SR-01000075307-8
• Q27253878
• SR-01000075307-10
• SR-01000075307-11
• Methyl N-methyl-1,5,6-tetrahydronicotinate hydrobromide
• Z104494834
• Arecoline hydrobromide, VETRANAL(TM), analytical standard
• Methyl 1,5,6-tetrahydro-1-methylnicotinate, hydrobromide
• Nicotinic acid,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromide
• 1-Methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid methyl ester hydrobromide
• 3-Pyridinecarboxylic acid,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromide
• 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid methyl ester hydrobromide;1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic ac id methyl ester hydrobromide;Arecaidine methyl ester hydrobromide;METHYL 1,2,5,6-TETRAHYDRO-1-METHYL-3-PYRIDINECARBOXY
• 9016-18-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	+	0.9559	95.59%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5037	50.37%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.9581	95.81%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9331	93.31%
P-glycoprotein inhibitior	-	0.9908	99.08%
P-glycoprotein substrate	-	0.8603	86.03%
CYP3A4 substrate	-	0.6045	60.45%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.9510	95.10%
CYP2C9 inhibition	-	0.8914	89.14%
CYP2C19 inhibition	-	0.8690	86.90%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	-	0.8609	86.09%
CYP2C8 inhibition	-	0.9599	95.99%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7973	79.73%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9030	90.30%
Eye irritation	+	0.7637	76.37%
Skin irritation	-	0.5862	58.62%
Skin corrosion	-	0.7543	75.43%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5997	59.97%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6534	65.34%
skin sensitisation	-	0.7406	74.06%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4727	47.27%
Acute Oral Toxicity (c)	III	0.7268	72.68%
Estrogen receptor binding	-	0.9711	97.11%
Androgen receptor binding	-	0.7878	78.78%
Thyroid receptor binding	-	0.8920	89.20%
Glucocorticoid receptor binding	-	0.9127	91.27%
Aromatase binding	-	0.8288	82.88%
PPAR gamma	-	0.9407	94.07%
Honey bee toxicity	-	0.9673	96.73%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8289	82.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL4208	P20618	Proteasome component C5	95.92%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.21%	85.14%
CHEMBL4072	P07858	Cathepsin B	83.74%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.87%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.56%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9301
• NPASS: NPC270412
• ChEMBL: CHEMBL449209