ChemSpider 2D Image | (−)-reserpine | C33H40N2O9

(−)-reserpine

  • Molecular FormulaC33H40N2O9
  • Average mass608.679 Da
  • Monoisotopic mass608.273376 Da
  • ChemSpider ID5566
  • defined stereocentres - 6 of 6 defined stereocentres


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(−)-reserpine
(-)-reserpine
(1S,2R,3R,4aS,13bR,14aS)-2,11-diméthoxy-3-{[(3,4,5-triméthoxyphényl)carbonyl]oxy}-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodécahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoléine-1-carboxylate de méthyle [French]
(3β,16β,17α,18β,20α)-11,17-Diméthoxy-18-[(3,4,5-triméthoxybenzoyl)oxy]yohimban-16-carboxylate de méthyle [French] [ACD/IUPAC Name]
4-25-00-01319 [Beilstein]
50-55-5 [RN]
methyl (1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-{[(3,4,5-trimethoxyphenyl)carbonyl]oxy}-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate
Methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate [ACD/IUPAC Name]
Methyl 18b-Hydroxy-11,17a-dimethoxy-3b,20a-yohimban-16b-carboxylate 3,4,5-Trimethoxybenzoate (Ester)
Methyl-(1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-{[(3,4,5-trimethoxyphenyl)carbonyl]oxy}-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isochinolin-1-carboxylat
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

83580_FLUKA [DBID]
AI3-50146 [DBID]
AIDS059773 [DBID]
AIDS-059773 [DBID]
BRN 0102014 [DBID]
C06539 [DBID]
Caswell No. 722A [DBID]
CCRIS 550 [DBID]
D00197 [DBID]
DivK1c_000012 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      off-white crystalline powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable, but darkens slowly in light. Combustible. Incompatible with strong acids, reducing agents, oxidizing agents. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      ORL-RAT LD50 420 mg kg-1, IPR-RAT LD50 44 mg kg-1, IVN-RAT LD50 15 mg kg-1, ORL-MUS LD50 200 mg kg-1, SCU-MUS LD50 52 mg kg-1, IPR-RBT LD50 7 mg kg-1, SCU-GPG LD50 65 mg kg-1, ORL-BWD LD50 100 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      GHS07 Biosynth Q-100566
      H302 Biosynth Q-100566
      P264; P301+P312 Biosynth Q-100566
      Safety glasses if handling powder. Do not exceed the stateddose if taking as medication. Oxford University Chemical Safety Data (No longer updated) More details
      Warning Biosynth Q-100566
    • Target Organs:

      Billiation inhibitor TargetMol T0791
    • Compound Source:

      Alkaloid from Rauwolfia serpentina, Rauwolfia vomitoria, Rauwolfia macrophylla , very many other Rauwolfia spp., Vinca minor, Alstonia constricta and many other spp. in the Apoc Zerenex Molecular [ZBioX-0081]
      Rauwolfia serpentina Microsource [01500526]
    • Bio Activity:

      Antiadrenergic; Zerenex Molecular [ZBioX-0081]
      Binds the vesicular monoamine transporter (VMAT2) and inhibits transport of biogenic amines into adrenal chromaffin granules and synaptic vesicles. Causes depletion of biogenic amine stores. Antihyper tensive and antipsychotic. Tocris Bioscience 2742
      Inhibitor of vesicular monoamine transport Tocris Bioscience 2742
      Membrane Tranporter/Ion Channel MedChem Express HY-N0480
      Metabolism TargetMol T0791
      Monoamine transporter MedChem Express HY-N0480
      Reserpine (Serpalan) is an indole alkaloid antipsychotic and antihypertensive drug that irreversibly blocks the vesicular monoamine transporter (VMAT). MedChem Express
      Reserpine (Serpalan) is an indole alkaloid antipsychotic and antihypertensive drug that irreversibly blocks the vesicular monoamine transporter (VMAT).; Target: vesicular monoamine transporter (VMAT) ; Reserpine (Lannett's Serpalan) is an indole alkaloid antipsychotic and antihypertensive drug that has been used for the control of high blood pressure and for the relief of psychotic symptoms, although because of the development of better drugs for these purposes and because of its numerous side-effects, it is rarely used today. MedChem Express HY-N0480
      SVAT;Bile salt export pump;MRP1 TargetMol T0791

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 700.1±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.2 mmHg at 25°C
Enthalpy of Vaporization: 102.5±3.0 kJ/mol
Flash Point: 377.2±32.9 °C
Index of Refraction: 1.620
Molar Refractivity: 160.9±0.4 cm3
#H bond acceptors: 11
#H bond donors: 1
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 2
ACD/LogP: 4.05
ACD/LogD (pH 5.5): 2.42
ACD/BCF (pH 5.5): 15.70
ACD/KOC (pH 5.5): 80.10
ACD/LogD (pH 7.4): 3.93
ACD/BCF (pH 7.4): 503.63
ACD/KOC (pH 7.4): 2569.35
Polar Surface Area: 118 Å2
Polarizability: 63.8±0.5 10-24cm3
Surface Tension: 59.9±5.0 dyne/cm
Molar Volume: 458.2±5.0 cm3

Click to predict properties on the Chemicalize site





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