bis((2R,3R)-2,3-dihydroxybutanedioic acid); 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine

• ChemBase ID: 155385
• Molecular Formular: C18H26N2O12
• Molecular Mass: 462.40524
• Monoisotopic Mass: 462.14857428
• SMILES: CN1CCC[C@H]1c1cccnc1.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.OC(=O)[C@@H]([C@H](C(=O)O)O)O.CN1CCC[C@H]1c1cccnc1
• InChI: InChI=1S/C10H14N2.2C4H6O6/c1-12-7-3-5-10(12)9-4-2-6-11-8-9;2*5-1(3(7)8)2(6)4(9)10/h2,4,6,8,10H,3,5,7H2,1H3;2*1-2,5-6H,(H,7,8)(H,9,10)/t10-;2*1-,2-/m011/s1
• InChIKey: RFEJUZJILGIRHQ-OMDKHLBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2R,3R)-2,3-dihydroxybutanedioic acid); 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
• IUPAC Traditional name: bis(L(+)-tartaric acid); nicoderm CQ
• Synonyms: (-)-1-Methyl-2-(3-pyridyl)pyrrolidine (+)-bitartrate salt; (-)-Nicotine hydrogen tartrate salt; (-)-1-甲基-2-(3-吡啶基)吡咯烷 (+)-酒石酸氢盐; (-)-尼古丁 酒石酸氢盐

Database IDs

• CAS Number: 65-31-6
• EC Number: 200-607-2
• MDL Number: MFCD00069368
• PubChem SID: 162249523; 24278591
• PubChem CID: 11957628

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.9628259
• LogD (pH = 7.4): -0.31012845
• Log P: 1.1625347
• Molar Refractivity: 49.655 cm^3
• Polarizability: 19.449343 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white to off-white powder

Safety Information

• RTECS: QT0350000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 1659
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 26/27/28-51/53
• Safety Statements: 13-28-45-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330-H411
• GHS Precautionary statements: P260-P264-P273-P280-P284-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1659 6.1/PG 2

Pharmacology Properties

• Gene Information: human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143)

Product Information

• Purity: ≥98% (TLC)
• Empirical Formula (Hill Notation): C10H14N2 · 2C4H6O6

DETAILS

Sigma Aldrich - N5260

Biochem/physiol Actions
Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.