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4,10,13-trimethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

PubChem CID: 625278

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Compound Synonyms Gramisterol, 1176-52-9, BAA17652
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Inchi Key RSMKYRDCCSNYFM-UHFFFAOYSA-N
Rotatable Bond Count 5.0
State Solid
Substituent Name Ergosterol-skeleton, 3-beta-hydroxy-delta-7-steroid, 3-beta-hydroxysteroid, Hydroxysteroid, 3-hydroxysteroid, 3-hydroxy-delta-7-steroid, Delta-7-steroid, Cyclic alcohol, Secondary alcohol, Hydrocarbon derivative, Organooxygen compound, Alcohol, Aliphatic homopolycyclic compound
Synonyms (3beta,4alpha,5alpha)- 4-methyl-Ergosta-7,24(28)-dien-3-ol, 24-Methylene lophenol, 24-methylene-Lophenol, 24-Methylenelophenol, 4-a-Methyl-5-a-ergosta-7,24-dien-3-b-ol, 4-alpha-Methyl-5-alpha-ergosta-7,24-dien-3-beta-ol, 4-α-methyl-5-α-ergosta-7,24-dien-3-β-ol, 4.alpha-Methylepisterol, 4alpha.-Methyl-24-methylene-5alpha-cholest-7-en-3beta-ol, 4alpha.-methyl-5alpha-Ergosta-7,24(28)-dien-3beta.-ol, Gramisterin, Gramisterol
Heavy Atom Count 30.0
Compound Name 4,10,13-trimethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Kingdom Organic compounds
Description Constituent of sugar, potatoes, grapefruit, peas (Pisum sativum) 24-Methylenelophenol is involved in the biosynthesis of steroids. 24-Methylenelophenol is converted from 4alpha-Methylfecosterol by cholestenol delta-isomerase [EC:5.3.3.5]. 24-Methylenelophenol is converted to 24-Ethylidene lophenol by 24-methylenesterol C-methyltransferase [EC:2.1.1.143]. 24-Methylenelophenol can also be converted to episterol. 24-Methylenelophenol is found in many foods, some of which are rowanberry, chayote, citrus, and green bell pepper.
Exact Mass 412.371
Formal Charge 0.0
Monoisotopic Mass 412.371
Isotope Atom Count 0.0
Molecular Complexity 688.0
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 412.7
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 4,10,13-trimethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Class Steroids and steroid derivatives
Inchi InChI=1S/C29H48O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h10,18,20-21,23-27,30H,3,8-9,11-17H2,1-2,4-7H3
Smiles CC1C(CCC2(C1CC=C3C2CCC4(C3CCC4C(C)CCC(=C)C(C)C)C)C)O
Xlogp 8.8
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Ergostane steroids
Molecular Formula C29H48O

  • 1. Outgoing r'ship FOUND_IN to/from Allium Cepa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Citrullus Lanatus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Corylus Avellana (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Lycopersicon Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Oenothera Biennis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Sesamum Indicum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all