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Arecoline

PubChem CID: 2230

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Compound Synonyms arecoline, 63-75-2, Arecolin, Arecaline, Arecholine, Methylarecaiden, Methylarecaidin, Arekolin, Arecoline base, Arecaidine methyl ester, 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, Arecholin, methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, Methyl N-methyltetrahydronicotinate, methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate, N-Methyltetrahydronicotinic acid, methyl ester, Methyl 1,2,5,6-tetrahydro-1-methylnicotinate, NSC 56321, C8H13NO2, CCRIS 7688, Methyl N-methyl-1,2,5,6-tetrahydronicotinate, EINECS 200-565-5, NSC-56321, 1,2,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester, BRN 0123045, 4ALN5933BH, CHEBI:2814, DTXSID3022617, NICOTINIC ACID, 1,2,5,6-TETRAHYDRO-1-METHYL-, METHYL ESTER, 1-Methyl-delta(sup 3,4)tetrahydro-3-pyridinecarboxylate, ARECOLINE [MI], 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid methyl ester, DTXCID502617, 63-75-2 (free), N-Methyltetrahydropyridine-beta-carboxylic acid methyl ester, 1-Methyl-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester, methyl 1-methyl-5,6-dihydro-2H-pyridine-3-carboxylate, NCGC00015075-04, Methyl 1,2,5, 6-tetrahydro-1-methylnicotinate, Methyl N-methyl-1,2,5, 6-tetrahydronicotinate, N-Methyl-.delta.-tetrahydronicotinic acid methyl ester, Methyl 1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate, N-Methyltetrahydropyridine-.beta.-carboxylic acid methyl ester, MLS000028840, Arecaidine methyl ester, Arecoline base, Methyl arecaidin, Methylarecaidine, NSC56321, CAS-63-75-2, SMR000058258, UNII-4ALN5933BH, Arecoline_major, Methylarecaidine, MFCD00059167, arecoline, hydrobromide, Spectrum_000055, Prestwick0_000402, Prestwick1_000402, Prestwick2_000402, Prestwick3_000402, Spectrum2_000051, Spectrum3_001387, Spectrum4_000810, Spectrum5_001316, Lopac-A-6134, cid_9301, CHEMBL7303, Lopac0_000049, SCHEMBL44065, BSPBio_000324, BSPBio_002974, GTPL296, KBioGR_001299, KBioSS_000435, DivK1c_000810, SPBio_000201, SPBio_002263, BPBio1_000358, MEGxp0_001891, ACon1_002372, BDBM46858, KBio1_000810, KBio2_000435, KBio2_003003, KBio2_005571, KBio3_002194, pyranosyl)-?-D-galactopyranoside, NINDS_000810, WLN: T6N CUTJ A1 CVO1, ALBB-035732, NSC56321, Tox21_110079, BBL036229, AKOS000520752, Tox21_110079_1, CCG-204145, DB04365, SB54186, SDCCGMLS-0066647.P001, SDCCGSBI-0050038.P004, IDI1_000810, NCGC00015075-01, NCGC00015075-02, NCGC00015075-03, NCGC00015075-05, NCGC00015075-06, NCGC00015075-07, NCGC00015075-10, NCGC00015075-19, NCGC00162053-01, NCGC00162053-02, NCGC00162053-03, AC-34025, CAS-300-08-3, N-Methyl-beta-carboxylic acid methyl ester, SBI-0050038.P003, 1ST170173, Methyl N-methyl-1,5,6-tetrahydronicotinate, N-Methyl-beta -carboxylic acid methyl ester, CS-0022545, Methyl 1,5,6-tetrahydro-1-methylnicotinate, NS00002617, EN300-40737, AB00053580_08, AB00053580_09, L000795, Q423515, SR-01000075307-9, BRD-K88646909-004-05-5, BRD-K88646909-004-06-3, BRD-K88646909-004-10-5, BRD-K88646909-004-15-4, BRD-K88646909-004-16-2, 1,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester, Nicotinic acid,2,5,6-tetrahydro-1-methyl-, methyl ester, Methyl 1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate #, 3-Pyridinecarboxylic acid,2,5,6-tetrahydro-1-methyl-, methyl ester, methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate, hydrobromide, 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid, methyl ester, 4-Nitrophenyl 2-Acetamido-2-deoxy-(6-O-2-acetamido-2-deoxy-?-D-gluco-, 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylic acid methyl ester, hydrobromide, 200-565-5
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 29.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Deep Smiles COC=O)C=CCCNC6)C
Heavy Atom Count 11.0
Scaffold Graph Node Level C1CCNCC1
Isotope Atom Count 0.0
Molecular Complexity 187.0
Database Name hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P11229, Q8VH26, P08482, P10980, Q05941, P08172, P20309, P08173, P12657, Q9ERZ4, Q9ERZ3, P08912, n.a., P12390, P08483, P08485, P02545, P10828, P97697, P02791, Q13951, O89049, P49798, P25094, A9XFY4, O35505, O95342, P0DTD1, P10275, P05412
Iupac Name methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.3
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C8H13NO2
Scaffold Graph Node Bond Level C1=CCNCC1
Inchi Key HJJPJSXJAXAIPN-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms Arecaidine methyl ester, Arecaline, Arecholine, Arekolin, Methylarecaiden, Methylarecaidin, 1,2,5,6-Tetrahydro-1-methylnicotinic acid, methyl ester, Arecholin, Arecolin, Arecoline base, Arecoline hydrobromide, Methyl 1,2,5, 6-tetrahydro-1-methylnicotinate, Methyl 1,2,5,6-tetrahydro-1-methylnicotinate, Methyl 1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate, Methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate, Methyl 1-methyl-5,6-dihydro-2H-pyridine-3-carboxylate, Methyl N-methyl-1,2,5, 6-tetrahydronicotinate, Methyl N-methyl-1,2,5,6-tetrahydronicotinate, Methyl N-methyltetrahydronicotinate, N-Methyl-beta -carboxylic acid methyl ester, N-Methyltetrahydronicotinic acid, methyl ester, Nicotinic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, arecholine, arecoline
Esol Class Very soluble
Functional Groups CC=C(C)C(=O)OC, CN(C)C
Compound Name Arecoline
Kingdom Organic compounds
Exact Mass 155.095
Formal Charge 0.0
Monoisotopic Mass 155.095
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 155.19
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3
Smiles CN1CCC=C(C1)C(=O)OC
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Alkaloids and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Areca Catechu (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Foeniculum Vulgare (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/7335107
  • 3. Outgoing r'ship FOUND_IN to/from Piper Betle (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279