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Protoplumericin A

PubChem CID: 102004584

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Compound Synonyms PROTOPLUMERICIN A, 80396-57-2, HY-N1546, methyl (1S,4aS,7aS)-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-[(1S)-1-[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyethyl]spiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate, AKOS040762228, FS-9250, CS-0017095, Methyl (1S,4aS,7R,7aS)-5'-oxo-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4'-((S)-1-(((E)-3-(4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)acryloyl)oxy)ethyl)-4a,7a-dihydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 287.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCC(CC2CCCCC2)CC1)CCC1CC2(CCC3CCCC(CC4CCCCC4)C32)CC1C
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=C5))C=CC=O)O5))[C@@H]OC=O)/C=C/cccccc6))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))))))C)))))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 55.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCC(OC2CCCCO2)CC1)OCC1CC2(CCC3CCOC(OC4CCCCO4)C32)OC1O
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1540.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 15.0
Iupac Name methyl (1S,4aS,7R,7aS)-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-[(1S)-1-[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxyethyl]spiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.3
Gsk 4 400 Rule False
Molecular Formula C36H42O19
Scaffold Graph Node Bond Level O=C(C=Cc1ccc(OC2CCCCO2)cc1)OCC1=CC2(C=CC3C=COC(OC4CCCCO4)C32)OC1=O
Inchi Key AFYIWKNGSIYXCQ-WLJLAZGQSA-N
Silicos It Class Soluble
Rotatable Bond Count 13.0
Synonyms protoplumericin a
Esol Class Soluble
Functional Groups CC1=CCOC1=O, CC=CC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c/C=C/C(=O)OC, cO[C@@H](C)OC
Compound Name Protoplumericin A
Exact Mass 778.232
Formal Charge 0.0
Monoisotopic Mass 778.232
Hydrogen Bond Acceptor Count 19.0
Molecular Weight 778.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C36H42O19/c1-15(50-23(39)8-5-16-3-6-17(7-4-16)51-34-29(44)27(42)25(40)21(12-37)52-34)19-11-36(55-32(19)47)10-9-18-20(31(46)48-2)14-49-33(24(18)36)54-35-30(45)28(43)26(41)22(13-38)53-35/h3-11,14-15,18,21-22,24-30,33-35,37-38,40-45H,12-13H2,1-2H3/b8-5+/t15-,18+,21+,22+,24+,25+,26+,27-,28-,29+,30+,33-,34+,35-,36+/m0/s1
Smiles C[C@@H](C1=C[C@@]2(C=C[C@H]3[C@@H]2[C@@H](OC=C3C(=O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC1=O)OC(=O)/C=C/C5=CC=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)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 Plumeria Rubra (Plant) Rel Props:Reference:ISBN:9788185042138