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28-Norcastasterone

PubChem CID: 13982110

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Compound Synonyms 28-Norcastasterone, 83464-85-1, Brassinone, (2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one, SCHEMBL11235654, CHEBI:188997
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 98.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CCCC3CCC2C2CCCCC12
Np Classifier Class Cholestane steroids
Deep Smiles CCC[C@H][C@@H][C@H][C@H]CC[C@@H][C@]5C)CC[C@H][C@H]6CC=O)[C@@H][C@]6C)C[C@@H]O)[C@H]C6)O)))))))))))))))))C))O))O)))C
Heavy Atom Count 32.0
Classyfire Class Steroids and steroid derivatives
Description 28-norcastasterone belongs to tetrahydroxy bile acids, alcohols and derivatives class of compounds. Those are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. 28-norcastasterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 28-norcastasterone can be found in a number of food items such as corn, tea, turnip, and broad bean, which makes 28-norcastasterone a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level OC1CC2C3CCCC3CCC2C2CCCCC12
Classyfire Subclass Bile acids, alcohols and derivatives
Isotope Atom Count 0.0
Molecular Complexity 708.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name (2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one
Class Steroids and steroid derivatives
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.3
Superclass Lipids and lipid-like molecules
Subclass Bile acids, alcohols and derivatives
Gsk 4 400 Rule False
Molecular Formula C27H46O5
Scaffold Graph Node Bond Level O=C1CC2C3CCCC3CCC2C2CCCCC12
Inchi Key YNZRNENZMVIPBX-SCLBUMFYSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms 28-norcastasterone
Esol Class Moderately soluble
Functional Groups CC(C)=O, CO
Compound Name 28-Norcastasterone
Kingdom Organic compounds
Exact Mass 450.335
Formal Charge 0.0
Monoisotopic Mass 450.335
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 450.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1
Smiles C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H](CC(C)C)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Tetrahydroxy bile acids, alcohols and derivatives
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Brassica Campestris (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Camellia Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075
  • 4. Outgoing r'ship FOUND_IN to/from Helianthus Annuus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Senna Obtusifolia (Plant) Rel Props:Reference:ISBN:9788185042145
  • 6. Outgoing r'ship FOUND_IN to/from Senna Tora (Plant) Rel Props:Reference:ISBN:9788172362089
  • 7. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all