sulfuric acid bis((1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate) hydrate

• ChemBase ID: 72845
• Molecular Formular: C34H50N2O11S
• Molecular Mass: 694.8326
• Monoisotopic Mass: 694.31353143
• SMILES: C(=O)(C(c1ccccc1)CO)O[C@H]1C[C@H]2CC[C@H](N2C)C1.C(=O)(C(c1ccccc1)CO)O[C@H]1C[C@H]2CC[C@H](N2C)C1.OS(=O)(=O)O.O
• Canonical SMILES: OS(=O)(=O)O.OCC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C.OCC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C.O
• InChI: InChI=1S/2C17H23NO3.H2O4S.H2O/c2*1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12;1-5(2,3)4;/h2*2-6,13-16,19H,7-11H2,1H3;(H2,1,2,3,4);1H2
• InChIKey: JPKKQJKQTPNWTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sulfuric acid bis((1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate) hydrate; sulfuric acid bis((1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate) hydrate
• IUPAC Traditional name: sulfuric acid bis((1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate) hydrate; bis(l-atropine) sulfuric acid hydrate
• Synonyms: Atropine sulfate salt monohydrate; Atropisol; Atropt; Atropini sulfas; Atropine sulfate monohydrate; α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester; Tropine tropate; 硫酸阿托品; (8-甲基-8-氮杂双环[3.2.1]辛-3-基) edno-(+/-)-α-(羟甲基)苯乙酸酯; 龙葵碱; 阿托品 硫酸盐 一水合物

Database IDs

• CAS Number: 5908-99-6
• EC Number: 200-235-0
• MDL Number: MFCD00074815
• Beilstein Number: 6109275
• PubChem SID: 162037766; 24277816; 24846875
• PubChem CID: 656678

CALCULATED PROPERTIES

• Acid pKa: 15.1457405
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.7801015
• LogD (pH = 7.4): -0.40574417
• Log P: 1.571241
• Molar Refractivity: 80.8164 cm^3
• Polarizability: 32.034832 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble200 mg/mL (stable for several days at 4 °C.); glycerol: soluble400 mg/mL (stable for several days at 4 °C.); H2O: soluble2.5 g/mL (stable for several days at 4 °C.)
• Apperance: white crystalline
• Melting Point: 189-192 °C; 189-192 °C (A)(lit.)

Safety Information

• Storage Condition: -20°C
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1544
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 26/28
• Safety Statements: 25-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H330
• GHS Precautionary statements: P260-P264-P284-P301 + P310-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 1544 6.1/PG 2

Pharmacology Properties

• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Product Information

• Purity: ≥97% (TLC); ≥98.0% (NT)
• Grade: Ph Eur; purum
• Salt Data: Coordination Co
• Ignition Residue: ≤0.05%
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Linear Formula: (C17H23NO3)2 · H2SO4 · H2O

DETAILS

Selleck Chemicals - S2130

Research Area: Neurological Disease
Biological Activity:
Atropine is a competitive muscarinic acetylcholine receptor antagonist with an IC50 of 2.5 nM. It is a tropane alkaloid extracted from deadly nightshade (Atropa belladonna), jimsonweed (Datura stramonium), mandrake (Mandragora officinarum) and other plants of the family Solanaceae. It is a secondary metabolite of these plants and serves as a drug with a wide variety of effects. It is classified as an anticholinergic drug. Its pharmacological effects are due to binding to muscarinic acetylcholine receptors. It is an antimuscarinic agent. [1][2]

Sigma Aldrich - A0257

Biochem/physiol Actions
位于中枢和外周毒蕈碱型乙酰胆碱受体处的竞争性非选择性拮抗剂。
包装
5, 10, 25 g in glass bottle

Sigma Aldrich - 11332

Biochem/physiol Actions
Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

Sigma Aldrich - 11330

Biochem/physiol Actions
Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

REFERENCES

• http://en.wikipedia.org/wiki/Atropine