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Stigmasta-4,22-Dien-3-One

PubChem CID: 6442194

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Compound Synonyms Stigmasta-4,22-dien-3-one, 20817-72-5, Stigmasta-4,22-dien-3-one, (22E)-, 55722-32-2, (8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one, (22E)-Stigmasta-4,22-dien-3-one, 4,22-Cholestadien-24beta-ethyl-3-one, (8S,9S,10R,13R,14S,17R)-17-((E,2S,5S)-5-Ethyl-6-methyl-hept-3-en-2-yl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-one, (8S,9S,10R,13R,14S,17R)-17-((E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-one, 4,22-Cholestadien-24-beta-ethyl-3-one, stigmasta-4-22-dien-3-one, CHEMBL3138641, CHEBI:184108, MKGZDUKUQPPHFM-LPJPOILFSA-N, HY-N9596, AKOS022184742, FS42628, DA-78050, FS-10012, (8S,9S,10R,13R,14S,17R)-17-((2R,5S,E)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one, Stigmasta-4,22-dien-3-one, (22E,24S)-Stigmasta-4,22-dien-3-one, (24S)-24-Ethylcholesta-4,22-dien-3-one
Topological Polar Surface Area 17.1
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 30.0
Description Stigmasta-4-22-dien-3-one belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmasta-4-22-dien-3-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Stigmasta-4-22-dien-3-one can be found in soy bean, which makes stigmasta-4-22-dien-3-one a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 714.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id Q9Y6L6, Q9NPD5
Iupac Name (8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Prediction Hob 0.0
Class Steroids and steroid derivatives
Xlogp 8.5
Superclass Lipids and lipid-like molecules
Subclass Stigmastanes and derivatives
Molecular Formula C29H46O
Prediction Swissadme 0.0
Inchi Key MKGZDUKUQPPHFM-LPJPOILFSA-N
Fcsp3 0.8275862068965517
Logs -6.376
Rotatable Bond Count 5.0
Logd 6.326
Synonyms (22E)-Stigmasta-4,22-dien-3-one, 4,22-Cholestadien-24-ethyl-3-one, 4,22-Stigmastadiene-3-one, Stigmasta-4,22-dien-3-one, Stigmastadienone
Compound Name Stigmasta-4,22-Dien-3-One
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 410.355
Formal Charge 0.0
Monoisotopic Mass 410.355
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 410.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -7.423853200000001
Inchi InChI=1S/C29H46O/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/h8-9,18-21,24-27H,7,10-17H2,1-6H3/b9-8+/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1
Smiles CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)C(C)C
Nring 4.0
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Stigmastanes and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Asplenium Adiantum-Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Dalbergia Odorifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Distemonanthus Benthamianus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Glycine Max (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Goniothalamus Sesquipedalis (Plant) Rel Props:Source_db:npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Linaria Genistifolia (Plant) Rel Props:Source_db:npass_chem_all