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Ajugatakasin A

PubChem CID: 56658114

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Compound Synonyms Ajugatakasin A, CHEBI:69876, (1S)-2-[(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}octahydro-2H-spiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate, ((1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-((2S)-2-((E)-2-methylbut-2-enoyl)oxy-2-(5-oxo-2H-furan-3-yl)ethyl)spiro(2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane)-1-yl) (E)-2-methylbut-2-enoate, (1S)-2-((1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-((acetyloxy)methyl)-5,6-dimethyl-4-(((2E)-2-methylbut-2-enoyl)oxy)octahydro-2H-spiro(naphthalene-1,2'-oxiran)-5-yl)-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate, [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[(2S)-2-[(E)-2-methylbut-2-enoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-2-methylbut-2-enoate, CHEMBL1813864, Q27138218
Topological Polar Surface Area 144.0
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 45.0
Isotope Atom Count 0.0
Molecular Complexity 1330.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[(2S)-2-[(E)-2-methylbut-2-enoyl]oxy-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-2-methylbut-2-enoate
Prediction Hob 0.0
Xlogp 4.0
Molecular Formula C34H46O11
Prediction Swissadme 0.0
Inchi Key BGAZAIQJEALJJF-NFWHYXGOSA-N
Fcsp3 0.6764705882352942
Logs -4.143
Rotatable Bond Count 14.0
Logd 2.558
Compound Name Ajugatakasin A
Prediction Hob Swissadme 0.0
Exact Mass 630.304
Formal Charge 0.0
Monoisotopic Mass 630.304
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 630.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 2.0
Esol -5.340232200000001
Inchi InChI=1S/C34H46O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h9-10,14,21,25-27,29H,11-13,15-18H2,1-8H3/b19-9+,20-10+/t21-,25-,26+,27+,29-,32+,33+,34-/m1/s1
Smiles C/C=C(\C)/C(=O)O[C@@H]1CC[C@]2(CO2)[C@]3([C@H]1[C@@]([C@@H](C[C@@H]3OC(=O)C)C)(C)C[C@@H](C4=CC(=O)OC4)OC(=O)/C(=C/C)/C)COC(=O)C
Nring 4.0
Defined Bond Stereocenter Count 2.0

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