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Ajugaciliatin B

PubChem CID: 53465564

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Compound Synonyms Ajugaciliatin B, CHEBI:69861, (12S,2'''S)-1beta,6alpha,19-triacetoxy-18-chloro-4alpha-hydroxy-12-(2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olide, (1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4,8-bis(acetyloxy)-4a-[(acetyloxy)methyl]-5-(chloromethyl)-5-hydroxy-1,2-dimethyldecahydronaphthalen-1-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate, ((1S)-2-((1S,2R,4S,4aR,5R,8R,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-5-(chloromethyl)-5-hydroxy-1,2-dimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)-1-(5-oxo-2H-furan-3-yl)ethyl) (2S)-2-methylbutanoate, (1S)-2-((1S,2R,4S,4aR,5R,8R,8aR)-4,8-bis(acetyloxy)-4a-((acetyloxy)methyl)-5-(chloromethyl)-5-hydroxy-1,2-dimethyldecahydronaphthalen-1-yl)-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate, [(1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-5-(chloromethyl)-5-hydroxy-1,2-dimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (2S)-2-methylbutanoate, CHEMBL1813850, Q27138201, (12S,2'''S)-1b,6a,19-triacetoxy-18-chloro-4a-hydroxy-12-(2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olide, (12S,2'''S)-1I2,6I+-,19-triacetoxy-18-chloro-4I+--hydroxy-12-(2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olide
Topological Polar Surface Area 152.0
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 43.0
Isotope Atom Count 0.0
Molecular Complexity 1140.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name [(1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4,8-diacetyloxy-4a-(acetyloxymethyl)-5-(chloromethyl)-5-hydroxy-1,2-dimethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (2S)-2-methylbutanoate
Prediction Hob 0.0
Xlogp 3.3
Molecular Formula C31H45ClO11
Prediction Swissadme 0.0
Inchi Key LMCZPZLFURXAIA-JKZOSZDYSA-N
Fcsp3 0.7741935483870968
Logs -3.745
Rotatable Bond Count 15.0
Logd 2.404
Compound Name Ajugaciliatin B
Prediction Hob Swissadme 0.0
Exact Mass 628.265
Formal Charge 0.0
Monoisotopic Mass 628.265
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 629.1
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Esol -4.817086600000001
Inchi InChI=1S/C31H45ClO11/c1-8-17(2)28(37)43-24(22-12-26(36)39-14-22)13-29(7)18(3)11-25(42-21(6)35)31(16-40-19(4)33)27(29)23(41-20(5)34)9-10-30(31,38)15-32/h12,17-18,23-25,27,38H,8-11,13-16H2,1-7H3/t17-,18+,23+,24-,25-,27+,29-,30-,31+/m0/s1
Smiles CC[C@H](C)C(=O)O[C@@H](C[C@]1([C@@H](C[C@@H]([C@@]2([C@@H]1[C@@H](CC[C@@]2(CCl)O)OC(=O)C)COC(=O)C)OC(=O)C)C)C)C3=CC(=O)OC3
Nring 3.0
Defined Bond Stereocenter Count 0.0

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