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Basilimoside

PubChem CID: 16655785

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Compound Synonyms Basilimoside, CHEBI:231201, (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-5-ethyl-6,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Topological Polar Surface Area 99.4
Hydrogen Bond Donor Count 4.0
Inchi Key FNGFDRHLEQKDDQ-CMFUQAQTSA-N
Rotatable Bond Count 8.0
Heavy Atom Count 42.0
Compound Name Basilimoside
Description Basilimoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Basilimoside can be found in sweet basil, which makes basilimoside a potential biomarker for the consumption of this food product.
Exact Mass 588.439
Formal Charge 0.0
Monoisotopic Mass 588.439
Isotope Atom Count 0.0
Molecular Complexity 1000.0
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 588.9
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 13.0
Iupac Name (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-5-ethyl-6,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Total Atom Stereocenter Count 14.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C36H60O6/c1-8-22(34(3,4)5)10-9-21(2)26-13-14-27-25-12-11-23-19-24(15-17-35(23,6)28(25)16-18-36(26,27)7)41-33-32(40)31(39)30(38)29(20-37)42-33/h9-11,21-22,24-33,37-40H,8,12-20H2,1-7H3/b10-9+/t21-,22?,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,35+,36-/m1/s1
Smiles CCC(/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)(C)C
Xlogp 7.4
Defined Bond Stereocenter Count 1.0
Molecular Formula C36H60O6

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