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(1S,4aS,5S,7aS)-5-hydroxy-7-[[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

PubChem CID: 101667706

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 202.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CCC1CCC2CCCC(CC3CCCCC3)C21
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6C=C[C@@H]5O)))COC=O)/C=C/cccccc6))OC))))))))))))))C=O)O)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 39.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OCC1CCC2CCOC(OC3CCCCO3)C21
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 969.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (1S,4aS,5S,7aS)-5-hydroxy-7-[[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.1
Gsk 4 400 Rule False
Molecular Formula C26H30O13
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OCC1=CCC2C=COC(OC3CCCCO3)C12
Inchi Key LMMUJNDKGJOSRX-AWUSJRNPSA-N
Silicos It Class Soluble
Rotatable Bond Count 10.0
Synonyms paederinin
Esol Class Very soluble
Functional Groups CC(C)=CC, CO, CO[C@H](C)O[C@H]1CCC(C(=O)O)=CO1, c/C=C/C(=O)OC, cOC
Compound Name (1S,4aS,5S,7aS)-5-hydroxy-7-[[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxymethyl]-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Exact Mass 550.169
Formal Charge 0.0
Monoisotopic Mass 550.169
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 550.5
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/C26H30O13/c1-35-14-5-2-12(3-6-14)4-7-18(29)36-10-13-8-16(28)20-15(24(33)34)11-37-25(19(13)20)39-26-23(32)22(31)21(30)17(9-27)38-26/h2-8,11,16-17,19-23,25-28,30-32H,9-10H2,1H3,(H,33,34)/b7-4+/t16-,17+,19+,20-,21+,22-,23+,25-,26-/m0/s1
Smiles COC1=CC=C(C=C1)/C=C/C(=O)OCC2=C[C@@H]([C@H]3[C@@H]2[C@@H](OC=C3C(=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)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 Paederia Foetida (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729