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24-Epicastasterone

PubChem CID: 11812633

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Compound Synonyms 24-Epicastasterone, 72050-71-6, 24-epi-Castasterone, (2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-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, Ergostan-6-one, 2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R)-, (2a,3a,5a,22R,23R)-2,3,22,23-Tetrahydroxyergostan-6-one, 24-Epicastasterone, 24-epi-Castasterone, 24R-Epicastasterone, HY-N10455, AKOS026751553, FE22719, MS-28562, PD196145, CS-0531073, G76902, 7048D103-21E9-4C98-A801-746A4A089790, (2a,3a,5a,22R,23R)-2,3,22,23-Tetrahydroxyergostan-6-one, 24-Epicastasterone, 24R-Epicastasterone
Topological Polar Surface Area 98.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 33.0
Description Castasterone 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. Castasterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Castasterone can be found in a number of food items such as silver linden, common oregano, pili nut, and canola, which makes castasterone a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 738.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 13.0
Iupac Name (2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-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
Prediction Hob 0.0
Class Steroids and steroid derivatives
Xlogp 4.7
Superclass Lipids and lipid-like molecules
Subclass Bile acids, alcohols and derivatives
Molecular Formula C28H48O5
Prediction Swissadme 1.0
Inchi Key VYUIKSFYFRVQLF-QONPFPPSSA-N
Fcsp3 0.9642857142857144
Rotatable Bond Count 5.0
Synonyms (2a,3a,5a,22R,23R,24S)-2,3,22,23-tetrahydroxyergostan-6-one, 24-Epicastasterone, Castasterone, (2alpha,3alpha,5alpha,22S,23S)-isomer, Castasterone, (2alpha,3alpha,5alpha,22R,23R)-isomer
Compound Name 24-Epicastasterone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 464.35
Formal Charge 0.0
Monoisotopic Mass 464.35
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 464.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 13.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -5.352059400000002
Inchi InChI=1S/C28H48O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-21,23-26,30-33H,7-13H2,1-6H3/t15-,16+,17+,18-,19+,20+,21-,23+,24-,25-,26-,27-,28-/m1/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]([C@H](C)C(C)C)O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Tetrahydroxy bile acids, alcohols and derivatives

  • 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 Castanea Crenata (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Dolichos Lablab (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Fagopyrum Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Helianthus Annuus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Lablab Purpureus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Oryza Sativa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Phaseolus Vulgaris (Plant) Rel Props:Source_db:fooddb_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Raphanus Sativus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Source_db:fooddb_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all