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Ajugalide B

PubChem CID: 12136678

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Compound Synonyms Ajugalide B, CHEBI:69886, (1R,4R,4aR,5S,6R,8S,8aR)-8a-[(acetyloxy)methyl]-5-[(2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane]-4,8-diyl diacetate, [(1R,4R,4aR,5S,7R,8S,8aR)-1,5-diacetyloxy-8-[(2S)-2-hydroxy-2-(5-oxo-2H-furan-3-yl)ethyl]-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate, ((1R,4R,4aR,5S,7R,8S,8aR)-1,5-diacetyloxy-8-((2S)-2-hydroxy-2-(5-oxo-2H-furan-3-yl)ethyl)-7,8-dimethylspiro(2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane)-4a-yl)methyl acetate, (1R,4R,4aR,5S,6R,8S,8aR)-8a-((acetyloxy)methyl)-5-((2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl)-5,6-dimethyloctahydro-2H-spiro(naphthalene-1,2'-oxirane)-4,8-diyl diacetate, CHEMBL1813873, Q27138230, 853247-63-9
Prediction Swissadme 0.0
Topological Polar Surface Area 138.0
Hydrogen Bond Donor Count 1.0
Inchi Key MBBUQNSETPVJDQ-KOOOSSTKSA-N
Fcsp3 0.7692307692307693
Rotatable Bond Count 10.0
Heavy Atom Count 36.0
Compound Name Ajugalide B
Prediction Hob Swissadme 0.0
Exact Mass 508.231
Formal Charge 0.0
Monoisotopic Mass 508.231
Isotope Atom Count 0.0
Molecular Complexity 974.0
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 508.6
Database Name cmaup_ingredients;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 8.0
Iupac Name [(1R,4R,4aR,5S,7R,8S,8aR)-1,5-diacetyloxy-8-[(2S)-2-hydroxy-2-(5-oxo-2H-furan-3-yl)ethyl]-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Prediction Hob 0.0
Esol -2.981996800000002
Inchi InChI=1S/C26H36O10/c1-14-8-21(36-17(4)29)26(13-33-15(2)27)23(20(35-16(3)28)6-7-25(26)12-34-25)24(14,5)10-19(30)18-9-22(31)32-11-18/h9,14,19-21,23,30H,6-8,10-13H2,1-5H3/t14-,19+,20-,21+,23-,24+,25+,26-/m1/s1
Smiles C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)C[C@@H](C3=CC(=O)OC3)O)[C@@H](CC[C@]24CO4)OC(=O)C)COC(=O)C)OC(=O)C
Xlogp 1.0
Defined Bond Stereocenter Count 0.0
Molecular Formula C26H36O10

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