(1R)-1-{[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]methyl}-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrate dihydrochloride

• ChemBase ID: 134132
• Molecular Formular: C29H44Cl2N2O5
• Molecular Mass: 571.57606
• Monoisotopic Mass: 570.26272788
• SMILES: CC[C@H]1CN2CCc3cc(c(cc3[C@@H]2C[C@@H]1C[C@@H]1c2cc(c(cc2CCN1)OC)OC)OC)OC.O.Cl.Cl
• Canonical SMILES: CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@H]1NCCc2c1cc(OC)c(c2)OC)cc(c(c3)OC)OC.O.Cl.Cl
• InChI: InChI=1S/C29H40N2O4.2ClH.H2O/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24;;;/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3;2*1H;1H2/t18-,21-,24+,25-;;;/m0.../s1
• InChIKey: IZTPMTAWOCEKKM-VXMYZLRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-1-{[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]methyl}-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrate dihydrochloride
• IUPAC Traditional name: emetine hydrate dihydrochloride
• Synonyms: Emetine dihydrochloride hydrate

Database IDs

• CAS Number: 316-42-7
• EC Number: 206-259-8
• MDL Number: MFCD00149309
• Beilstein Number: 5216794
• PubChem SID: 24278410; 162228409
• PubChem CID: 201899

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.1466281
• LogD (pH = 7.4): 1.8145052
• Log P: 4.488257
• Molar Refractivity: 139.7507 cm^3
• Polarizability: 54.64073 Å^3
• Polar Surface Area: 52.19 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 240-250 °C (dec., dry matter)(lit.)
• Optical Rotation: [α]20/D +18±2°, c = 6% in H2O (dry matter)

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 28-36/37/38
• Safety Statements: 26-28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H315-H319-H335
• GHS Precautionary statements: P261-P264-P301 + P310-P305 + P351 + P338
• RID/ADR: UN 1544 6.1/PG 1
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Salt Data: H2O, 2 HCl
• Description: Isomers or Conformers
• Empirical Formula (Hill Notation): C29H40N2O4 · 2HCl · xH2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - E2375

Application
Apoptosis inducer
包装
1, 5 g in poly bottle
500 mg in poly bottle

Sigma Aldrich - 45160

Other Notes
Review1; Inhibits protein synthesis in eucaryotes2