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8-O-Cinnamoylmussaenosidic Acid

PubChem CID: 10744170

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Compound Synonyms 8-O-Cinnamoylmussaenosidic Acid, CHEBI:67352, CHEMBL1782503, (1S,4aS,7S,7aS)-7-methyl-7-[(E)-3-phenylprop-2-enoyl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid, (1S,4aS,7S,7aS)-7-methyl-7-((E)-3-phenylprop-2-enoyl)oxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta(c)pyran-4-carboxylic acid, BDBM50483924, Q27135810
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 172.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC2CCCC(CC3CCCCC3)C21
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@]C)CC5))OC=O)/C=C/cccccc6)))))))))))))C=O)O)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 36.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC2CCOC(OC3CCCCO3)C21
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 866.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id P35030
Iupac Name (1S,4aS,7S,7aS)-7-methyl-7-[(E)-3-phenylprop-2-enoyl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.7
Gsk 4 400 Rule False
Molecular Formula C25H30O11
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCC2C=COC(OC3CCCCO3)C21
Inchi Key SKMCYGKNAPIRGG-GKBUEBNRSA-N
Silicos It Class Soluble
Rotatable Bond Count 8.0
Synonyms 8-o-cinnamoylmussaenosidic acid
Esol Class Soluble
Functional Groups CO, CO[C@H](C)O[C@H]1CCC(C(=O)O)=CO1, c/C=C/C(=O)OC
Compound Name 8-O-Cinnamoylmussaenosidic Acid
Exact Mass 506.179
Formal Charge 0.0
Monoisotopic Mass 506.179
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 506.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C25H30O11/c1-25(36-17(27)8-7-13-5-3-2-4-6-13)10-9-14-15(22(31)32)12-33-23(18(14)25)35-24-21(30)20(29)19(28)16(11-26)34-24/h2-8,12,14,16,18-21,23-24,26,28-30H,9-11H2,1H3,(H,31,32)/b8-7+/t14-,16-,18-,19-,20+,21-,23+,24+,25+/m1/s1
Smiles C[C@@]1(CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)/C=C/C4=CC=CC=C4
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Monoterpenoids