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psi-Taraxasterol

PubChem CID: 5270605

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Compound Synonyms psi-Taraxasterol, Urs-20-en-3-ol, (3.beta.,5xi,9xi,13xi,18xi,19.alpha.)-, (3S,6aR,6bR,8aS,12S,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-3-ol
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 31.0
Description Psi-taraxasterol is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Psi-taraxasterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Psi-taraxasterol can be found in burdock and dandelion, which makes psi-taraxasterol a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 779.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (3S,6aR,6bR,8aS,12S,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-3-ol
Prediction Hob 1.0
Class Prenol lipids
Xlogp 8.9
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Molecular Formula C30H50O
Prediction Swissadme 0.0
Inchi Key NGFFRJBGMSPDMS-VPUBHQHASA-N
Fcsp3 0.9333333333333332
Logs -6.499
Rotatable Bond Count 0.0
Logd 5.143
Compound Name psi-Taraxasterol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 426.386
Formal Charge 0.0
Monoisotopic Mass 426.386
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 426.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -8.086419800000002
Inchi InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h11,20-25,31H,9-10,12-18H2,1-8H3/t20-,21?,22?,23?,24+,25?,27-,28+,29-,30-/m1/s1
Smiles C[C@H]1C2C3CCC4[C@]5(CC[C@@H](C(C5CC[C@]4([C@@]3(CC[C@]2(CC=C1C)C)C)C)(C)C)O)C
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Triterpenoids

  • 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 Breea Segeta (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Cirsium Setosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Taraxacum Officinale (Plant) Rel Props:Source_db:fooddb_chem_all