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Trichosetin

PubChem CID: 91819764

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Compound Synonyms trichosetin, N-desmethylequisetin, CHEBI:142133, (3Z,5S)-3-[{(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl}(hydroxy)methylidene]-5-(hydroxymethyl)pyrrolidine-2,4-dione, (3Z,5S)-3-(((1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-((1E)-prop-1-en-1-yl)-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)(hydroxy)methylidene)-5-(hydroxymethyl)pyrrolidine-2,4-dione, (3Z,5S)-3-(((1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-((E)-prop-1-enyl)-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)-hydroxymethylidene)-5-(hydroxymethyl)pyrrolidine-2,4-dione, (3Z,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)pyrrolidine-2,4-dione
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 86.6
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC(C)C1CC1CCCC2CCCCC21
Np Classifier Class 3-Decalinoyltetramic acids
Deep Smiles C/C=C/[C@@H]C=C[C@H][C@H][C@]6C)/C=C/C=O)N[C@H]C/5=O))CO))))))/O)))CC[C@H]C6)C
Heavy Atom Count 26.0
Classyfire Class Pyrrolidines
Scaffold Graph Node Level OC1CNC(O)C1CC1CCCC2CCCCC21
Classyfire Subclass Pyrrolidones
Isotope Atom Count 0.0
Molecular Complexity 692.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (3Z,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)pyrrolidine-2,4-dione
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 4.0
Gsk 4 400 Rule True
Molecular Formula C21H29NO4
Scaffold Graph Node Bond Level O=C1CNC(=O)C1=CC1CC=CC2CCCCC12
Inchi Key TYCWBBBQIATAJE-GEZPOGBYSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms trichosetin
Esol Class Moderately soluble
Functional Groups C/C(O)=C1C(=O)CNC1=O, C/C=C/C, CC=CC, CO
Compound Name Trichosetin
Exact Mass 359.21
Formal Charge 0.0
Monoisotopic Mass 359.21
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 359.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H29NO4/c1-4-5-14-8-7-13-10-12(2)6-9-15(13)21(14,3)19(25)17-18(24)16(11-23)22-20(17)26/h4-5,7-8,12-16,23,25H,6,9-11H2,1-3H3,(H,22,26)/b5-4+,19-17-/t12-,13-,14-,15-,16+,21-/m1/s1
Smiles C/C=C/[C@@H]1C=C[C@@H]2C[C@@H](CC[C@H]2[C@]1(C)/C(=C/3\C(=O)[C@@H](NC3=O)CO)/O)C
Np Classifier Biosynthetic Pathway Amino acids and Peptides, Polyketides
Defined Bond Stereocenter Count 2.0
Egan Rule True
Np Classifier Superclass Cyclic polyketides

  • 1. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075