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5'-(Hydroxymethyl)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-ol

PubChem CID: 4483042

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Topological Polar Surface Area 58.9
Hydrogen Bond Donor Count 2.0
Inchi Key NELZMZLNTYWIPD-UHFFFAOYSA-N
Rotatable Bond Count 1.0
Synonyms (20S,22S,25S)-22,25-Epoxyfurost-5-ene-3beta,26-diol, 22S,25S-Epoxyfurost-5-ene-3b,26-diol
Heavy Atom Count 31.0
Compound Name 5'-(Hydroxymethyl)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-ol
Kingdom Organic compounds
Description Nuatigenin belongs to furospirostanes and derivatives class of compounds. Those are heterocyclic steroids containing a furospirostane moiety, which a skeleton characterized by the presence of a 1,6-dioxaspiro[4.4]nonane ring system and an androstane moiety. Nuatigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Nuatigenin can be found in oat, which makes nuatigenin a potential biomarker for the consumption of this food product.
Exact Mass 430.308
Formal Charge 0.0
Monoisotopic Mass 430.308
Isotope Atom Count 0.0
Molecular Complexity 794.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 430.6
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 5'-(hydroxymethyl)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-ol
Total Atom Stereocenter Count 11.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Steroids and steroid derivatives
Inchi InChI=1S/C27H42O4/c1-16-23-22(30-27(16)12-11-24(2,15-28)31-27)14-21-19-6-5-17-13-18(29)7-9-25(17,3)20(19)8-10-26(21,23)4/h5,16,18-23,28-29H,6-15H2,1-4H3
Smiles CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)OC16CCC(O6)(C)CO
Xlogp 4.4
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Furospirostanes and derivatives
Taxonomy Direct Parent Furospirostanes and derivatives
Molecular Formula C27H42O4

  • 1. Outgoing r'ship FOUND_IN to/from Avena Sativa (Plant) Rel Props:Source_db:fooddb_chem_all