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[(2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl benzoate

PubChem CID: 102004404

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Compound Synonyms AKOS037514766
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 164.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC12C3CC4CC(C3)C1(CC1CCCCC1)CC42)C1CCCCC1
Np Classifier Class Pinane monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@]C[C@@H][C@@]4COC=O)cccccc6)))))))))CO[C@@]7C)C[C@]7O6)O)))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 34.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(OCC12C3OC4CC(O3)C1(OC1CCCCO1)CC42)C1CCCCC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 849.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name [(2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl benzoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.0
Gsk 4 400 Rule False
Molecular Formula C23H28O11
Scaffold Graph Node Bond Level O=C(OCC12C3OC4CC(O3)C1(OC1CCCCO1)CC42)c1ccccc1
Inchi Key YKRGDOXKVOZESV-XUKLQFQFSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms paeoniflorin
Esol Class Very soluble
Functional Groups CO, CO[C@@H](C)OC, O[C@@]12CCOC(CC1)O2, cC(=O)OC
Compound Name [(2S,3R,5R,6R,8S)-6-hydroxy-8-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.02,5.03,8]decan-2-yl]methyl benzoate
Exact Mass 480.163
Formal Charge 0.0
Monoisotopic Mass 480.163
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 480.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19?,20+,21+,22-,23+/m1/s1
Smiles C[C@]12C[C@@]3([C@@H]4C[C@]1([C@@]4(C(O2)O3)COC(=O)C5=CC=CC=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Paeonia Officinalis (Plant) Rel Props:Reference:ISBN:9780387706375