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Stigmastanol ferulate

PubChem CID: 131753037

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Compound Synonyms stigmastanol ferulate, Sitostanol ferulate, Feruloyldihydro-b-sitosterol, Feruloyldihydro-beta-sitosterol
Topological Polar Surface Area 55.8
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 43.0
Description Isolated from maize bran oil. Feruloyldihydro-beta-sitosterol is found in cereals and cereal products and corn.
Isotope Atom Count 0.0
Molecular Complexity 959.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(3S,5S,10S,13R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Nih Violation False
Class Prenol lipids
Xlogp 12.4
Superclass Lipids and lipid-like molecules
Is Pains False
Subclass Triterpenoids
Molecular Formula C39H60O4
Inchi Key RAKOKKNCCBUUMP-OCZIXQBLSA-N
Rotatable Bond Count 11.0
State Solid
Synonyms Feruloyldihydro-b-sitosterol, Sitostanol ferulate, Sitostanyl ferulate, Stigmastanol ferulate, Feruloyldihydro-β-sitosterol, (2S,5S,7S,14R,15R)-14-[(2R,5R)-5-Ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Substituent Name Polycyclic triterpenoid, Triterpenoid, C24-propyl-sterol-skeleton, Steroid ester, Steroid, Cinnamic acid ester, Hydroxycinnamic acid or derivatives, Coumaric acid or derivatives, Cinnamic acid or derivatives, Methoxyphenol, Phenylpropene, Methoxybenzene, Styrene, Phenol ether, Anisole, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Alpha,beta-unsaturated carboxylic ester, Enoate ester, Carboxylic acid ester, Monocarboxylic acid or derivatives, Ether, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic homopolycyclic compound
Compound Name Stigmastanol ferulate
Kingdom Organic compounds
Exact Mass 592.449
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 592.449
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 592.9
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homopolycyclic compounds
Inchi InChI=1S/C39H60O4/c1-8-28(25(2)3)12-9-26(4)32-15-16-33-31-14-13-29-24-30(19-21-38(29,5)34(31)20-22-39(32,33)6)43-37(41)18-11-27-10-17-35(40)36(23-27)42-7/h10-11,17-18,23,25-26,28-34,40H,8-9,12-16,19-22,24H2,1-7H3/b18-11+/t26-,28-,29+,30+,31?,32-,33?,34?,38+,39-/m1/s1
Smiles CC[C@H](CC[C@@H](C)[C@H]1CCC2[C@@]1(CCC3C2CC[C@@H]4[C@@]3(CC[C@@H](C4)OC(=O)/C=C/C5=CC(=C(C=C5)O)OC)C)C)C(C)C
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Triterpenoids

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