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Ajuganipponin B

PubChem CID: 56668492

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Compound Synonyms Ajuganipponin B, CHEBI:69883, (1S)-2-{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-5-yl}-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate, ((1S)-2-((1S,2R,4S,4aR,5R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro(3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane)-1-yl)-1-(5-oxo-2H-furan-3-yl)ethyl) (E)-2-methylbut-2-enoate, (1S)-2-((1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-((acetyloxy)methyl)-5,6-dimethyloctahydro-2H-spiro(naphthalene-1,2'-oxiran)-5-yl)-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate, [(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (E)-2-methylbut-2-enoate, CHEMBL1813871, Q27138227
Prediction Swissadme 0.0
Topological Polar Surface Area 118.0
Hydrogen Bond Donor Count 0.0
Inchi Key CHIBTOSDROCERR-OEGSVNHNSA-N
Fcsp3 0.7241379310344828
Rotatable Bond Count 11.0
Heavy Atom Count 38.0
Compound Name Ajuganipponin B
Prediction Hob Swissadme 0.0
Exact Mass 532.267
Formal Charge 0.0
Monoisotopic Mass 532.267
Isotope Atom Count 0.0
Molecular Complexity 1060.0
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 532.6
Database Name cmaup_ingredients;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 7.0
Iupac Name [(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (E)-2-methylbut-2-enoate
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 1.0
Prediction Hob 0.0
Esol -4.545706000000002
Inchi InChI=1S/C29H40O9/c1-7-17(2)26(33)38-22(21-12-25(32)34-14-21)13-27(6)18(3)11-24(37-20(5)31)29(16-35-19(4)30)23(27)9-8-10-28(29)15-36-28/h7,12,18,22-24H,8-11,13-16H2,1-6H3/b17-7+/t18-,22+,23-,24+,27+,28+,29+/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@@H](C[C@]1([C@@H](C[C@@H]([C@@]2([C@@H]1CCC[C@]23CO3)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
Xlogp 3.4
Defined Bond Stereocenter Count 1.0
Molecular Formula C29H40O9

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