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(3R,8S,10R,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

PubChem CID: 135299228

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Compound Synonyms SCHEMBL20466228
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Inchi Key KZJWDPNRJALLNS-GGRCZSEBSA-N
Rotatable Bond Count 6.0
Synonyms a-Sitosterol, Α-sitosterol
Heavy Atom Count 30.0
Compound Name (3R,8S,10R,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Kingdom Organic compounds
Description Alpha-sitosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-sitosterol can be found in cocoa bean, common verbena, corn, and garden onion, which makes alpha-sitosterol a potential biomarker for the consumption of these food products.
Exact Mass 414.386
Formal Charge 0.0
Monoisotopic Mass 414.386
Isotope Atom Count 0.0
Molecular Complexity 634.0
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 414.7
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 7.0
Iupac Name (3R,8S,10R,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Total Atom Stereocenter Count 9.0
Molecular Framework Aliphatic homopolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Steroids and steroid derivatives
Inchi InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23-,24+,25-,26?,27?,28+,29-/m1/s1
Smiles CC[C@H](CC[C@@H](C)[C@H]1CCC2[C@@]1(CCC3[C@H]2CC=C4[C@@]3(CC[C@H](C4)O)C)C)C(C)C
Xlogp 9.3
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Stigmastanes and derivatives
Taxonomy Direct Parent Stigmastanes and derivatives
Molecular Formula C29H50O

  • 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 Theobroma Cacao (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Verbena Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all