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13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo(22.2.2.2~11,14~)triacontane-3,16-dione

PubChem CID: 103019

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Compound Synonyms 13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione, 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione, 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo(22.2.2.2~11,14~)triacontane-3,16-dione, 13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo(22.2.2.211,14)triacontane-3,16-dione, DTXSID20871890, PD143306, 12,25-Diaza-13,26-dimethyl-2,15-dioxatricyclo[22.2.2.2<11,14>]triacontane-3,16-dione
Topological Polar Surface Area 76.7
Hydrogen Bond Donor Count 2.0
Inchi Key AMSCMASJCYVAIF-UHFFFAOYSA-N
Rotatable Bond Count 0.0
State Solid
Heavy Atom Count 34.0
Compound Name 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo(22.2.2.2~11,14~)triacontane-3,16-dione
Kingdom Organic compounds
Description Alkaloid from leaves of Carica papaya (papaya) Carpaine is one of the major alkaloid components of papaya leaves which has been studied for its cardiovascular effects. Circulatory effects of carpaine were studied in Wistar male rats weighing 314 +/- 13 g, under pentobarbital (30 mg/kg) anesthesia. Increasing dosages of carpaine from 0.5 mg/kg to 2.0 mg/kg resulted in progressive decrease in systolic, diastolic, and mean arterial blood pressure. Selective autonomic nervous blockade with atropine sulfate (1 mg/kg) or propranolol hydrochloride (8 mg/kg) did not alter the circulatory response to carpaine. Carpaine, 2 mg/kg, reduced cardiac output, stroke volume, stroke work, and cardiac power, but the calculated total peripheral resistance remained unchanged. It is concluded from these results that carpaine affects the myocardium directly. The effects of carpaine may be related to its macrocyclic dilactone structure, a possible cation chelating structure. Carpaine is found in papaya, fruits, and fenugreek.
Exact Mass 478.377
Formal Charge 0.0
Monoisotopic Mass 478.377
Isotope Atom Count 0.0
Molecular Complexity 561.0
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 478.7
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione
Total Atom Stereocenter Count 6.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Macrolides and analogues
Inchi InChI=1S/C28H50N2O4/c1-21-25-19-17-23(29-21)13-9-5-3-8-12-16-28(32)34-26-20-18-24(30-22(26)2)14-10-6-4-7-11-15-27(31)33-25/h21-26,29-30H,3-20H2,1-2H3
Smiles CC1C2CCC(N1)CCCCCCCC(=O)OC3CCC(CCCCCCCC(=O)O2)NC3C
Xlogp 6.3
Superclass Phenylpropanoids and polyketides
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Macrolides and analogues
Molecular Formula C28H50N2O4

  • 1. Outgoing r'ship FOUND_IN to/from Carica Papaya (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Trigonella Foenum-Graecum (Plant) Rel Props:Source_db:fooddb_chem_all