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methyl (2S,3R,4S)-3-ethenyl-4-[(E,6S)-6-hydroxy-8-(4-hydroxyphenyl)-4-oxooct-2-enyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

PubChem CID: 21595229

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Compound Synonyms SCHEMBL424039
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 192.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCCCC1CCCCC1)CCCC1CCCC(CC2CCCCC2)C1
Np Classifier Class Secoiridoid monoterpenoids
Deep Smiles C=C[C@H][C@@H]OC=C[C@H]6C/C=C/C=O)C[C@H]CCcccccc6))O)))))))O))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 41.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCCCC1CCCCC1)CCCC1CCOC(OC2CCCCO2)C1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 927.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name methyl (2S,3R,4S)-3-ethenyl-4-[(E,6S)-6-hydroxy-8-(4-hydroxyphenyl)-4-oxooct-2-enyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.7
Gsk 4 400 Rule False
Molecular Formula C29H38O12
Scaffold Graph Node Bond Level O=C(C=CCC1C=COC(OC2CCCCO2)C1)CCCCc1ccccc1
Inchi Key NWLTWEREKLWUDW-GOHUPNRHSA-N
Silicos It Class Soluble
Rotatable Bond Count 14.0
Synonyms hydrangenoside g
Esol Class Soluble
Functional Groups C/C=C/C(C)=O, C=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, cO
Compound Name methyl (2S,3R,4S)-3-ethenyl-4-[(E,6S)-6-hydroxy-8-(4-hydroxyphenyl)-4-oxooct-2-enyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
Exact Mass 578.236
Formal Charge 0.0
Monoisotopic Mass 578.236
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 578.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C29H38O12/c1-3-20-21(6-4-5-18(32)13-19(33)12-9-16-7-10-17(31)11-8-16)22(27(37)38-2)15-39-28(20)41-29-26(36)25(35)24(34)23(14-30)40-29/h3-5,7-8,10-11,15,19-21,23-26,28-31,33-36H,1,6,9,12-14H2,2H3/b5-4+/t19-,20+,21-,23+,24+,25-,26+,28-,29-/m0/s1
Smiles COC(=O)C1=CO[C@H]([C@@H]([C@@H]1C/C=C/C(=O)C[C@H](CCC2=CC=C(C=C2)O)O)C=C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Hydrangea Macrophylla (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729