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Ajugaciliatin A

PubChem CID: 53465563

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Compound Synonyms Ajugaciliatin A, CHEBI:69860, (12S,2'S,2'''S)-6alpha,19-diacetoxy-18-chloro-4alpha-hydroxy-1beta,12-(di-2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olide, (1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4-(acetyloxy)-4a-[(acetyloxy)methyl]-5-(chloromethyl)-5-hydroxy-1,2-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}decahydronaphthalen-1-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate, ((1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-4-(chloromethyl)-4-hydroxy-7,8-dimethyl-8-((2S)-2-((2S)-2-methylbutanoyl)oxy-2-(5-oxo-2H-furan-3-yl)ethyl)-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl) (2S)-2-methylbutanoate, (1S)-2-((1S,2R,4S,4aR,5R,8R,8aR)-4-(acetyloxy)-4a-((acetyloxy)methyl)-5-(chloromethyl)-5-hydroxy-1,2-dimethyl-8-(((2S)-2-methylbutanoyl)oxy)decahydronaphthalen-1-yl)-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate, [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-4-(chloromethyl)-4-hydroxy-7,8-dimethyl-8-[(2S)-2-[(2S)-2-methylbutanoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] (2S)-2-methylbutanoate, CHEMBL1813849, Q27138200
Prediction Swissadme 0.0
Topological Polar Surface Area 152.0
Hydrogen Bond Donor Count 1.0
Inchi Key OJICUDLHEUVKBY-NVVYUONASA-N
Fcsp3 0.7941176470588235
Rotatable Bond Count 17.0
Heavy Atom Count 46.0
Compound Name Ajugaciliatin A
Prediction Hob Swissadme 0.0
Exact Mass 670.312
Formal Charge 0.0
Monoisotopic Mass 670.312
Isotope Atom Count 0.0
Molecular Complexity 1200.0
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 671.2
Database Name cmaup_ingredients;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 10.0
Iupac Name [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-4-(chloromethyl)-4-hydroxy-7,8-dimethyl-8-[(2S)-2-[(2S)-2-methylbutanoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] (2S)-2-methylbutanoate
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Prediction Hob 0.0
Esol -5.827988800000002
Inchi InChI=1S/C34H51ClO11/c1-9-19(3)30(39)45-25-11-12-33(41,17-35)34(18-43-22(6)36)27(44-23(7)37)13-21(5)32(8,29(25)34)15-26(24-14-28(38)42-16-24)46-31(40)20(4)10-2/h14,19-21,25-27,29,41H,9-13,15-18H2,1-8H3/t19-,20-,21+,25+,26-,27-,29+,32-,33-,34+/m0/s1
Smiles CC[C@H](C)C(=O)O[C@@H]1CC[C@@]([C@]2([C@H]1[C@@]([C@@H](C[C@@H]2OC(=O)C)C)(C)C[C@@H](C3=CC(=O)OC3)OC(=O)[C@@H](C)CC)COC(=O)C)(CCl)O
Xlogp 4.7
Defined Bond Stereocenter Count 0.0
Molecular Formula C34H51ClO11

  • 1. Outgoing r'ship FOUND_IN to/from Ajuga Ciliata (Plant) Rel Props:Source_db:cmaup_ingredients