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Lup-20(29)-en-3beta-ol, acetate

PubChem CID: 323074

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Compound Synonyms Lup-20(29)-en-3.beta.-ol, acetate, Lup-20(29)-en-3-yl acetate, Lupeol, acetate, Lup-20(29)-en-3-yl acetate #, [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate, DTXSID70936584, NSC281806, AKOS000588718, AKOS024286294, DB-043500
Topological Polar Surface Area 26.3
Hydrogen Bond Donor Count 0.0
Inchi Key ODSSDTBFHAYYMD-UHFFFAOYSA-N
Rotatable Bond Count 3.0
Synonyms 3-Acetyllupeol, 3-O-Acetyllupeol, Lup-20(29)-en-3-ol, acetate, (3beta)-, Lup-20(29)-en-3-yl acetate, Lup-20(29)-en-3beta-ol, acetate (8CI), Lupenyl acetate, Lupeol (20[29]-lupenol) acetate, Lupeol acetate, Lupeyl acetate, Lupeyl acetic acid
Heavy Atom Count 34.0
Compound Name Lup-20(29)-en-3beta-ol, acetate
Kingdom Organic compounds
Description Lupeyl acetate, also known as lupeyl acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Lupeyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lupeyl acetate can be found in burdock, date, and fig, which makes lupeyl acetate a potential biomarker for the consumption of these food products.
Exact Mass 468.397
Formal Charge 0.0
Monoisotopic Mass 468.397
Isotope Atom Count 0.0
Molecular Complexity 872.0
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 468.8
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name (3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl) acetate
Total Atom Stereocenter Count 10.0
Molecular Framework Aliphatic homopolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Prenol lipids
Inchi InChI=1S/C32H52O2/c1-20(2)22-12-15-29(6)18-19-31(8)23(27(22)29)10-11-25-30(7)16-14-26(34-21(3)33)28(4,5)24(30)13-17-32(25,31)9/h22-27H,1,10-19H2,2-9H3
Smiles CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C
Xlogp 10.4
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Triterpenoids
Taxonomy Direct Parent Triterpenoids
Molecular Formula C32H52O2

  • 1. Outgoing r'ship FOUND_IN to/from Arctium Lappa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Phoenix Dactylifera (Plant) Rel Props:Source_db:fooddb_chem_all