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(1R,2S,4aS,5R,6S,8R,8aS)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2R,3aR,6aR)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,8-diyl diacetate

PubChem CID: 91666320

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Compound Synonyms Caryoptin, CHEBI:3443, Q27106080, (1R,2S,4aS,5R,6S,8R,8aS)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2R,3aR,6aR)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,8-diyl diacetate
Prediction Swissadme 1.0
Topological Polar Surface Area 110.0
Hydrogen Bond Donor Count 0.0
Inchi Key QVORLEZTALRJNW-JYGGJEPESA-N
Fcsp3 0.8076923076923077
Rotatable Bond Count 8.0
Heavy Atom Count 35.0
Compound Name (1R,2S,4aS,5R,6S,8R,8aS)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2R,3aR,6aR)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-2H-spiro[naphthalene-1,2'-oxirane]-2,8-diyl diacetate
Prediction Hob Swissadme 0.0
Exact Mass 492.236
Formal Charge 0.0
Monoisotopic Mass 492.236
Isotope Atom Count 0.0
Molecular Complexity 932.0
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 492.6
Database Name cmaup_ingredients;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 10.0
Iupac Name [(3S,4R,4aS,5R,7S,8R,8aS)-8-[(3aR,5R,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Prediction Hob 0.0
Esol -3.9787030000000025
Inchi InChI=1S/C26H36O9/c1-14-10-22(34-17(4)29)25(12-31-15(2)27)19(6-7-20(33-16(3)28)26(25)13-32-26)24(14,5)21-11-18-8-9-30-23(18)35-21/h8-9,14,18-23H,6-7,10-13H2,1-5H3/t14-,18-,19-,20-,21+,22+,23+,24+,25+,26+/m0/s1
Smiles C[C@H]1C[C@H]([C@]2([C@H]([C@]1(C)[C@H]3C[C@@H]4C=CO[C@@H]4O3)CC[C@@H]([C@]25CO5)OC(=O)C)COC(=O)C)OC(=O)C
Xlogp 2.6
Defined Bond Stereocenter Count 0.0
Molecular Formula C26H36O9