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[(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R)-2-acetyloxy-2-methylbutanoate

PubChem CID: 76334069

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Compound Synonyms CHEMBL2269684
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 156.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CC(C3CCCC4C3CCCC43CC3)CC2C1
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles CC[C@]C=O)O[C@H][C@H]O)C[C@H][C@@][C@@]6CO3)))COC=O)C))))[C@@H]OC=O)C)))C[C@H][C@]6C)[C@H]O[C@H][C@@H]C5)C=CO5))))))))C)))))))))))OC=O)C)))C
Heavy Atom Count 43.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level C1CC(C2CC3CCOC3O2)C2CCCC3(CO3)C2C1
Classyfire Subclass Tetracarboxylic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 1190.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 12.0
Iupac Name [(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R)-2-acetyloxy-2-methylbutanoate
Veber Rule False
Classyfire Superclass Organic acids and derivatives
Xlogp 2.6
Gsk 4 400 Rule False
Molecular Formula C31H44O12
Scaffold Graph Node Bond Level C1=CC2CC(C3CCCC4C3CCCC43CO3)OC2O1
Inchi Key QJRGPOZOQFQNIW-NFIVMRKVSA-N
Silicos It Class Soluble
Rotatable Bond Count 12.0
Synonyms clerodendrin b
Esol Class Moderately soluble
Functional Groups CC(=O)OC, CO, COC(C)=O, CO[C@H]1CC=CO1, C[C@@]1(C)CO1
Compound Name [(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2R)-2-acetyloxy-2-methylbutanoate
Exact Mass 608.283
Formal Charge 0.0
Monoisotopic Mass 608.283
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 608.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C31H44O12/c1-8-28(6,43-19(5)34)27(36)42-25-21(35)13-22-29(7,23-12-20-9-10-37-26(20)41-23)16(2)11-24(40-18(4)33)30(22,14-38-17(3)32)31(25)15-39-31/h9-10,16,20-26,35H,8,11-15H2,1-7H3/t16-,20-,21-,22-,23+,24+,25+,26+,28-,29+,30+,31-/m1/s1
Smiles CC[C@](C)(C(=O)O[C@H]1[C@@H](C[C@@H]2[C@@]([C@@H](C[C@@H]([C@]2([C@@]13CO3)COC(=O)C)OC(=O)C)C)(C)[C@@H]4C[C@H]5C=CO[C@H]5O4)O)OC(=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Volkameria Inermis (Plant) Rel Props:Reference:ISBN:9788172362133; ISBN:9788185042145