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6-O-Z-Pcoumaroyl Scandoside Methyl Ester

PubChem CID: 44584783

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Compound Synonyms CHEMBL499411, 6-O-Z-pcoumaroyl scandoside methyl ester, methyl (1S,4aS,5R,7aS)-7-(hydroxymethyl)-5-((Z)-3-(4-hydroxyphenyl)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, methyl (1S,4aS,5R,7aS)-7-(hydroxymethyl)-5-[(Z)-3-(4-hydroxyphenyl)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, BDBM50305816, Z-6-O-p-coumaroyl scandoside methyl ester
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)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=Ccccccc6))O)))))))))))CO)))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 39.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC2C(OC3CCCCO3)OCCC12
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 969.0
Database Name cmaup_ingredients;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-[(Z)-3-(4-hydroxyphenyl)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
Prediction Hob 0.0
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)OC1C=CC2C(OC3CCCCO3)OC=CC12
Prediction Swissadme 0.0
Inchi Key ABYPZHZWILXERF-HVZPATBJSA-N
Silicos It Class Soluble
Fcsp3 0.4615384615384615
Logs -1.629
Rotatable Bond Count 10.0
Logd 0.379
Synonyms z-6-o-p-coumaroyl scandoside methyl ester
Esol Class Very soluble
Functional Groups CC(C)=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c/C=CC(=O)OC, cO
Compound Name 6-O-Z-Pcoumaroyl Scandoside Methyl Ester
Prediction Hob Swissadme 0.0
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
Esol -1.982526753846156
Inchi InChI=1S/C26H30O13/c1-35-24(34)15-11-36-25(39-26-23(33)22(32)21(31)17(10-28)38-26)19-13(9-27)8-16(20(15)19)37-18(30)7-4-12-2-5-14(29)6-3-12/h2-8,11,16-17,19-23,25-29,31-33H,9-10H2,1H3/b7-4-/t16-,17-,19-,20+,21-,22+,23-,25+,26+/m1/s1
Smiles COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@@H](C=C2CO)OC(=O)/C=C\C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Nring 4.0
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 Oldenlandia Diffusa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all