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[(2S,3S,4R,5R,6S)-2-Methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23R,24R)-4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate

PubChem CID: 164479

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Compound Synonyms 149155-65-7, Tricolorin A, [(2S,3S,4R,5R,6S)-2-Methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23R,24R)-4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate, (11)-Intramol. 1,3''-11-((O-6-deoxy-alpha-L-mannopyranosyl-(1-3)-O-6-deoxy-2,4-bis-O-((2S)-2-methyl-1-oxobutyl)-alpha-L-manopyrannosyl-(1-2)-O-beta-D-glucopyranosyl-(1-2)-6-deoxy-beta-D-galactopyranosyl)oxy)hexadecanoate, (11S)-Hydroxyhexadecanoic acid 11-O-alpha-L-rhamnopyranosyl-(1-3)-O-alpha-L-(2-O-(2S-methylbutyryl)-4-O-(2S-methylbutyryl))rhamnopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-2)-beta-D-fucopyranoside-(1,3''-lactone), (11S)-Intramol. 1,3''-11-((O-6-deoxy-alpha-L-mannopyranosyl-(1-3)-O-6-deoxy-2,4-bis-O-((2S)-2-methyl-1-oxobutyl)-alpha-L-mannopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-2)-6-deoxy-beta-D-galactopyranosyl)oxy)hexadecanoate, Hexadecanoic acid, 11-((O-6-deoxy-alpha-L-mannopyranosyl-(1-3)-O-6-deoxy-2,4-bis-O-((2S)-2-methyl-1-oxobutyl)-alpha-L-mannopyranosyl-(1-2)-O-beta-D-glucopyranosyl-(1-2)-6-deoxy-beta-D-galactopyranosyl)oxy)-, intramol. 1,3''-ester, (11S)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 294.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCCCCCCCCCC2CCCCC2CC2CCCC(C1)C2CC1CCCC(CC2CCCCC2)C1
Np Classifier Class Resin glycosides
Deep Smiles CCCCC[C@H]CCCCCCCCCC=O)O[C@@H]C[C@H]O[C@H][C@H]O%19)O[C@H]C)[C@@H][C@@H]6O))O)))))))O[C@H]CO))[C@H]6O)))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6OC=O)[C@H]CC))C)))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))OC=O)[C@H]CC))C
Heavy Atom Count 71.0
Classyfire Class Saccharolipids
Scaffold Graph Node Level OC1CCCCCCCCCCOC2OCCCC2OC2OCCC(O1)C2OC1CC(OC2CCCCO2)CCO1
Isotope Atom Count 0.0
Molecular Complexity 1610.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 22.0
Iupac Name [(2S,3S,4R,5R,6S)-2-methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23R,24R)-4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.1
Gsk 4 400 Rule False
Molecular Formula C50H86O21
Scaffold Graph Node Bond Level O=C1CCCCCCCCCCOC2OCCCC2OC2OCCC(O1)C2OC1CC(OC2CCCCO2)CCO1
Inchi Key DWBKNMQALHFQLC-NAJXRQGXSA-N
Rotatable Bond Count 17.0
Synonyms 11(s)hydroxyhexadecanonic acid-11-o-alpha-l-rhamnopyranosyl(1-3)-o-alpha-l[2-o-(2s-methyl-butyryl)-4-o-(2s-methylbutyryl)](1-2)-o-beta-d-glucopyranosyl(1-2)-beta-fucopyranoside(1,3''-lactone), tricolorin a
Functional Groups CC(=O)OC, CO, COC(C)=O, CO[C@@H](C)OC, CO[C@H](C)OC, C[C@H](OC)OC
Compound Name [(2S,3S,4R,5R,6S)-2-Methyl-5-[(2S)-2-methylbutanoyl]oxy-6-[[(1S,3R,4S,5R,6R,8R,10S,22S,23R,24R)-4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
Exact Mass 1022.57
Formal Charge 0.0
Monoisotopic Mass 1022.57
Hydrogen Bond Acceptor Count 21.0
Molecular Weight 1023.2
Covalent Unit Count 1.0
Total Atom Stereocenter Count 23.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C50H86O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(52)66-40-35(55)31(24-51)65-50(69-41-37(57)34(54)28(7)62-48(41)64-30)43(40)71-49-44(68-46(60)26(5)11-3)42(39(29(8)63-49)67-45(59)25(4)10-2)70-47-38(58)36(56)33(53)27(6)61-47/h25-31,33-44,47-51,53-58H,9-24H2,1-8H3/t25-,26-,27-,28+,29-,30-,31+,33-,34-,35+,36+,37-,38+,39-,40-,41+,42+,43?,44+,47-,48-,49-,50-/m0/s1
Smiles CCCCC[C@H]1CCCCCCCCCC(=O)O[C@H]2[C@@H]([C@H](O[C@H](C2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)OC(=O)[C@@H](C)CC)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)OC(=O)[C@@H](C)CC)O[C@@H]5[C@H]([C@H]([C@H](O[C@H]5O1)C)O)O)CO)O
Np Classifier Biosynthetic Pathway Fatty acids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Fatty acyls

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