Cotinine

Details

• Internal ID: a0d97e38-e296-4762-9628-3b411078e751
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyrrolidinylpyridines
• IUPAC Name: (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one
• SMILES (Canonical): CN1C(CCC1=O)C2=CN=CC=C2
• SMILES (Isomeric): CN1[C@@H](CCC1=O)C2=CN=CC=C2
• InChI: InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
• InChI Key: UIKROCXWUNQSPJ-VIFPVBQESA-N
• Popularity: 9,378 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.21 g/mol
• Exact Mass: 176.094963011 g/mol
• Topological Polar Surface Area (TPSA): 33.20 Ų
• XlogP: -0.30

Synonyms

• (-)-Cotinine
• 486-56-6
• (S)-Cotinine
• Cotinina
• Cotininum
• (S)-(-)-Cotinine
• Cotinine [INN]
• Cotinine (-)
• (S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• (S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone
• 2-Pyrrolidinone, 1-methyl-5-(3-pyridinyl)-, (5S)-
• Cotininum [INN-Latin]
• Cotinina [INN-Spanish]
• NIH 10498
• (5S)-1-methyl-5-pyridin-3-ylpyrrolidin-2-one
• UNII-K5161X06LL
• CCRIS 7625
• DTXSID1047576
• CHEBI:68641
• HSDB 7805
• K5161X06LL
• EINECS 207-634-9
• S-(-)-Cotinine
• n-methyl-2-(3-pyridyl)-5-pyrrolidone
• BRN 0083099
• (-)-Cotinine 100 microg/mL in Acetonitrile
• (5S)-1-methyl-5-(3-pyridinyl)-2-pyrrolidinone
• 5-24-02-00504 (Beilstein Handbook Reference)
• (5~{S})-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one
• DTXCID9027576
• BRD4010
• BRD-4010
• (5S)-1-Methyl-5-(pyridin-3-yl)pyrrolidin-2-one ((-)-Cotinine)
• MFCD00077696
• SMR000449278
• SR-01000075768
• NCGC00093739-04
• CAS-486-56-6
• Prestwick_134
• (-)-Cotinine;(S)-Cotinine;NIH-10498
• Spectrum_001984
• COTININE [HSDB]
• Nicotine EP Impurity C
• COTININE [MI]
• Prestwick0_000082
• Prestwick1_000082
• Prestwick2_000082
• Prestwick3_000082
• Spectrum3_000700
• Spectrum4_001793
• Spectrum5_000465
• NICOTINE IMPURITY C
• bmse000577
• D0TY5N
• (-)-Cotinine, 98%
• (S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone
• S(-)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone
• (5S)-1-methyl-5-(3-pyridyl)pyrrolidin-2-one
• Lopac0_000285
• SCHEMBL49060
• BSPBio_000004
• BSPBio_002459
• KBioGR_002368
• KBioSS_002550
• MLS000758262
• MLS001423950
• DivK1c_000861
• SPECTRUM1500208
• SPBio_001943
• (-)-Cotinine, >=98%
• BPBio1_000006
• CHEMBL578211
• MEGxp0_001870
• ACon1_000202
• KBio1_000861
• KBio2_002541
• KBio2_005109
• KBio2_007677
• KBio3_001679
• NINDS_000861
• US8609708, 91 Cotinine
• HMS1568A06
• HMS1920A14
• HMS2051A15
• HMS2091G22
• HMS2095A06
• HMS2232F15
• HMS3260J12
• Pharmakon1600-01500208
• (-)-Cotinine, analytical standard
• HY-B1178
• Tox21_111219
• Tox21_300615
• Tox21_500285
• BBL102262
• BDBM50370573
• NIH-10498
• NSC756704
• s9339
• STL556061
• AKOS007930814
• Tox21_111219_1
• (-)-Cotinine 1.0 mg/ml in Methanol
• CCG-100799
• CS-4787
• LP00285
• NC00049
• NSC-756704
• SDCCGMLS-0066565.P001
• SDCCGSBI-0050273.P004
• IDI1_000861
• NCGC00093739-08
• NCGC00093739-13
• NCGC00093739-20
• NCGC00254396-01
• NCGC00260970-01
• AC-35718
• AS-50387
• NICOTINE IMPURITY C [EP IMPURITY]
• SBI-0050273.P003
• AM20061246
• EU-0100285
• C 5923
• P10066
• AB00053721_08
• (5S)-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one
• A827581
• NICOTINE RESINATE IMPURITY C [EP IMPURITY]
• Q421177
• SR-01000075768-1
• SR-01000075768-5
• SR-01000075768-6
• (-)-1-METHYL-5-(3-PYRIDYL)-2-PYRROLIDINONE
• 2-pirrolidinona, 1-metil-5-(3-piridinil)-, (5s)-
• BRD-K94144010-001-04-8
• BRD-K94144010-001-05-5
• BRD-K94144010-001-09-7
• NICOTINE DITARTRATE DIHYDRATE IMPURITY C [EP IMPURITY]
• U5H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4040	P28482	MAP kinase ERK2	5 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	0.9 nM	Potency	via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	25.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.89%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.84%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	83.76%	94.55%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	81.23%	97.05%
CHEMBL255	P29275	Adenosine A2b receptor	81.15%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.90%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.32%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.31%	99.23%

Plants that contains it

• Haloxylon persicum
• Nicotiana tabacum

Cross-Links

• PubChem: 854019
• NPASS: NPC65408
• ChEMBL: CHEMBL578211
• LOTUS: LTS0022570
• wikiData: Q421177