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Colchiside 7

PubChem CID: 482164

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Compound Synonyms Colchiside 7, Heteroside E2, Olean-12-en-28-oic acid, 3-[(2-O-D-glucopyranosyl-D-glucopyranosyl)oxy]-, (3.beta.)-, (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Topological Polar Surface Area 216.0
Hydrogen Bond Donor Count 8.0
Heavy Atom Count 55.0
Description Heteroside is a member of the class of compounds known as triterpene saponins. Triterpene saponins are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Heteroside is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Heteroside can be found in flaxseed, which makes heteroside a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 1480.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 16.0
Iupac Name (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Nih Violation True
Class Prenol lipids
Xlogp 4.3
Superclass Lipids and lipid-like molecules
Is Pains False
Subclass Terpene glycosides
Molecular Formula C42H68O13
Inchi Key LEQCLUFJRGKLOA-ASXAQASFSA-N
Rotatable Bond Count 7.0
Synonyms Colchiside 7, Heteroside E2, (4AS,6as,6BR,8ar,10S,12ar,12BR,14BS)-10-{[(3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate
Compound Name Colchiside 7
Kingdom Organic compounds
Exact Mass 780.466
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 780.466
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 781.0
Covalent Unit Count 1.0
Total Atom Stereocenter Count 18.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Inchi InChI=1S/C42H68O13/c1-37(2)14-16-42(36(50)51)17-15-40(6)21(22(42)18-37)8-9-26-39(5)12-11-27(38(3,4)25(39)10-13-41(26,40)7)54-35-33(31(48)29(46)24(20-44)53-35)55-34-32(49)30(47)28(45)23(19-43)52-34/h8,22-35,43-49H,9-20H2,1-7H3,(H,50,51)/t22-,23+,24+,25-,26+,27-,28+,29+,30-,31-,32+,33+,34?,35?,39-,40+,41+,42-/m0/s1
Smiles C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)OC6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)OC7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Triterpene saponins

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