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Hygrine

PubChem CID: 440933

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Compound Synonyms Hygrine, 496-49-1, (+)-Hygrine, (R)-(+)-Hygrine, (R)-hygrine, 1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one, (+)-N-Methyl-2-acetonylpyrrolidine, UNII-49H1LNM62X, 49H1LNM62X, HYGRINE [MI], EINECS 207-822-0, 1-[(2R)-1-Methyl-2-pyrrolidinyl]-2-propanone, HYGRINE, (+)-, 1-(1-Methyl-2-pyrrolidinyl)-2-propanone, 1-[(2R)-1-methylpyrrolidin-2-yl]acetone, CHEBI:46750, DTXSID40894081, (R)-1-(1-methyl-2-pyrrolidinyl)-2-propanone, N-Methyl-2-acetonylpyrrolidine, (R)-, 1-((2R)-1-METHYL-2-PYRROLIDINYL)-2-PROPANONE, 1-((2R)-1-Methylpyrrolidin-2-yl)acetone, D-(+)-Hygrine, 1-((2R)-1-methylpyrrolidin-2-yl)propan-2-one, 2-Propanone, 1-(1-methyl-2-pyrrolidinyl)-, (R)-, Hygrin, SCHEMBL335689, DTXCID701324123, AKOS016023684, NS00043001, (R)-1-(1-Methylpyrrolidin-2-yl)propan-2-one, C06179, Q2376404, 2-PROPANONE, 1-((2R)-1-METHYL-2-PYRROLIDINYL)-, 207-822-0
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.3
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCC1
Np Classifier Class Pyrrolidine alkaloids
Deep Smiles CC=O)C[C@H]CCCN5C
Heavy Atom Count 10.0
Description Hygrine, also known as (+)-hygrine or (+)-N-methyl-2-acetonylpyrrolidine, belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Hygrine is soluble (in water) and an extremely weak acidic compound (based on its pKa). Hygrine can be found in pomegranate, which makes hygrine a potential biomarker for the consumption of this food product. Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor .
Scaffold Graph Node Level C1CCNC1
Isotope Atom Count 0.0
Molecular Complexity 133.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name 1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 0.5
Gsk 4 400 Rule True
Molecular Formula C8H15NO
Scaffold Graph Node Bond Level C1CCNC1
Prediction Swissadme 0.0
Inchi Key ADKXZIOQKHHDNQ-MRVPVSSYSA-N
Silicos It Class Soluble
Fcsp3 0.875
Logs 0.004
Rotatable Bond Count 2.0
Logd -0.199
Synonyms (+)-hygrine, (R)-1-(1-methyl-2-pyrrolidinyl)-2-propanone, (r)-hygrine, 1-(1-Methyl-2-pyrrolidinyl)acetone, 1-[(2R)-1-methylpyrrolidin-2-yl]acetone, 1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one, 2-Propanone, 1-(1-methyl-2-pyrrolidinyl)-, (R)-, Hygrine, N-Methyl-2-acetonylpyrrolidine, hygrine
Esol Class Very soluble
Functional Groups CC(C)=O, CN(C)C
Compound Name Hygrine
Prediction Hob Swissadme 0.0
Exact Mass 141.115
Formal Charge 0.0
Monoisotopic Mass 141.115
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 141.21
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -0.8858764
Inchi InChI=1S/C8H15NO/c1-7(10)6-8-4-3-5-9(8)2/h8H,3-6H2,1-2H3/t8-/m1/s1
Smiles CC(=O)C[C@H]1CCCN1C
Nring 1.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Ornithine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Atropa Belladonna (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Datura Innoxia (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/17268993
  • 3. Outgoing r'ship FOUND_IN to/from Datura Metel (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Datura Stramonium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Dendrobium Chrysanthum (Plant) Rel Props:Reference:ISBN:9788185042053
  • 6. Outgoing r'ship FOUND_IN to/from Dendrobium Polyanthum (Plant) Rel Props:Reference:ISBN:9788185042053
  • 7. Outgoing r'ship FOUND_IN to/from Erythroxylum Coca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Hyoscyamus Albus (Plant) Rel Props:Reference:ISBN:9788172362300
  • 9. Outgoing r'ship FOUND_IN to/from Hyoscyamus Muticus (Plant) Rel Props:Reference:ISBN:9788172362300
  • 10. Outgoing r'ship FOUND_IN to/from Hyoscyamus Pusillus (Plant) Rel Props:Reference:ISBN:9788172362300
  • 11. Outgoing r'ship FOUND_IN to/from Physalis Alkekengi (Plant) Rel Props:Reference:ISBN:9788172362461
  • 12. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Withania Somnifera (Plant) Rel Props:Reference:ISBN:9788172361150