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Solasodiene

PubChem CID: 495009

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Compound Synonyms Solasodiene, 3,5-Solasodiene, Dehydrosolasodine, Spirosola-3,5-diene, Spirosola-3,5-diene #, Solasodiene, 3-dehydroxy-, Solasodiene (not validated), 3,5-Solasodien, 3-dehydroxy-, 3,5-Solasodine, 3-dehydroxy-, CHEBI:181761, OYNIUJOJEWHJPN-UHFFFAOYSA-N, 5'-tetramethylspiro[[?]-2,2'-piperidine], 5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-16,18-diene-6,2'-piperidine]
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 21.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2(CC1)CC1CC3C(CCC4C5CCCCC5CCC43)C1C2
Np Classifier Class Steroidal alkaloids
Deep Smiles CCCCCNC6))OCCC5C))CCC5)CCC=CCC6CC%10)))C)CCC=C6))))))))))C
Heavy Atom Count 29.0
Classyfire Class Steroids and steroid derivatives
Description Solasodiene belongs to spirosolanes and derivatives class of compounds. Those are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring. Solasodiene is practically insoluble (in water) and a very strong basic compound (based on its pKa). Solasodiene can be found in potato, which makes solasodiene a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCC2(CC3C(CC4C3CCC3C5CCCCC5CCC34)O2)NC1
Classyfire Subclass Steroidal alkaloids
Isotope Atom Count 0.0
Molecular Complexity 756.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-16,18-diene-6,2'-piperidine]
Class Steroids and steroid derivatives
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 6.6
Superclass Lipids and lipid-like molecules
Subclass Steroidal alkaloids
Gsk 4 400 Rule False
Molecular Formula C27H41NO
Scaffold Graph Node Bond Level C1=CC2=CCC3C(CCC4C5CC6(CCCCN6)OC5CC43)C2CC1
Inchi Key OYNIUJOJEWHJPN-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 0.0
Synonyms 3,5-Solasodien, 3-dehydroxy-, 3,5-Solasodiene, 3,5-Solasodine, 3-dehydroxy-, Solasodiene, 3-dehydroxy-, Spirosola-3,5-diene, solasodiene
Esol Class Poorly soluble
Functional Groups CC=CC(C)=CC, CNC(C)(C)OC
Compound Name Solasodiene
Kingdom Organic compounds
Exact Mass 395.319
Formal Charge 0.0
Monoisotopic Mass 395.319
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 395.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C27H41NO/c1-17-10-14-27(28-16-17)18(2)24-23(29-27)15-22-20-9-8-19-7-5-6-12-25(19,3)21(20)11-13-26(22,24)4/h5,7-8,17-18,20-24,28H,6,9-16H2,1-4H3
Smiles CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC=C6)C)C)C)NC1
Np Classifier Biosynthetic Pathway Alkaloids, Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Spirosolanes and derivatives
Np Classifier Superclass Pseudoalkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Solanum Americanum (Plant) Rel Props:Reference:https://doi.org/10.1002/minf.201000163
  • 2. Outgoing r'ship FOUND_IN to/from Solanum Aviculare (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/13757983
  • 3. Outgoing r'ship FOUND_IN to/from Solanum Erianthum (Plant) Rel Props:Reference:ISBN:9788185042084
  • 4. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all