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E-6-O-p-methoxycinnamoyl scandoside methyl ester

PubChem CID: 44584782

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Compound Synonyms CHEMBL447012, E-6-O-p-methoxycinnamoyl scandoside methyl ester, BDBM50305815, PD185147, 6-O-E-p-methoxycinnamoyl scandoside methyl ester
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 191.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC2C(CC3CCCCC3)CCCC12
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]5OC=O)/C=C/cccccc6))OC))))))))))))CO)))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 40.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC2C(OC3CCCCO3)OCCC12
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 985.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id P08246
Iupac Name methyl (1S,4aS,5R,7aS)-7-(hydroxymethyl)-5-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.8
Gsk 4 400 Rule False
Molecular Formula C27H32O13
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1C=CC2C(OC3CCCCO3)OC=CC12
Inchi Key VBHBNHXZBKWQNO-BIIYMWGFSA-N
Silicos It Class Soluble
Rotatable Bond Count 11.0
Synonyms 6-o-p-methoxy-cinnamoyl scandoside methyl ester
Esol Class Soluble
Functional Groups CC(C)=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c/C=C/C(=O)OC, cOC
Compound Name E-6-O-p-methoxycinnamoyl scandoside methyl ester
Exact Mass 564.184
Formal Charge 0.0
Monoisotopic Mass 564.184
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 564.5
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/C27H32O13/c1-35-15-6-3-13(4-7-15)5-8-19(30)38-17-9-14(10-28)20-21(17)16(25(34)36-2)12-37-26(20)40-27-24(33)23(32)22(31)18(11-29)39-27/h3-9,12,17-18,20-24,26-29,31-33H,10-11H2,1-2H3/b8-5+/t17-,18-,20-,21+,22-,23+,24-,26+,27+/m1/s1
Smiles COC1=CC=C(C=C1)/C=C/C(=O)O[C@@H]2C=C([C@@H]3[C@H]2C(=CO[C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=O)OC)CO
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Monoterpenoids