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[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-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-carboxylate

PubChem CID: 101937326

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 380.0
Hydrogen Bond Donor Count 13.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1C(CCC(C)C2CCC(CC3CCCCC3)C3CCCC23)CC(CCCC2CCCCC2)CC1CC1CCCCC1
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)O)CC5)))))C=O)OC[C@H]O[C@@H]OCCcccccc6)O))O))))))))[C@@H][C@H][C@@H]6OC=O)/C=C/cccccc6)O))O))))))))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))O)))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 69.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1C(COC(O)C2COC(OC3CCCCO3)C3CCCC23)OC(OCCC2CCCCC2)CC1OC1CCCCO1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1770.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 19.0
Iupac Name [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-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-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.7
Gsk 4 400 Rule False
Molecular Formula C45H58O24
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1C(COC(=O)C2=COC(OC3CCCCO3)C3CCCC23)OC(OCCc2ccccc2)CC1OC1CCCCO1
Inchi Key LPZNWBWAJWXXLI-VEZOBOJQSA-N
Rotatable Bond Count 17.0
Synonyms premcoryoside
Functional Groups CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, CO[C@@H](C)OC, CO[C@H](C)OC, c/C=C/C(=O)OC, cO
Compound Name [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (1S,4aS,7S,7aS)-7-hydroxy-7-methyl-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-carboxylate
Exact Mass 982.332
Formal Charge 0.0
Monoisotopic Mass 982.332
Hydrogen Bond Acceptor Count 24.0
Molecular Weight 982.9
Covalent Unit Count 1.0
Total Atom Stereocenter Count 19.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C45H58O24/c1-18-31(52)33(54)35(56)43(64-18)68-39-37(58)42(61-12-10-20-4-7-24(48)26(50)14-20)66-28(38(39)67-29(51)8-5-19-3-6-23(47)25(49)13-19)17-62-40(59)22-16-63-41(30-21(22)9-11-45(30,2)60)69-44-36(57)34(55)32(53)27(15-46)65-44/h3-8,13-14,16,18,21,27-28,30-39,41-44,46-50,52-58,60H,9-12,15,17H2,1-2H3/b8-5+/t18-,21+,27+,28+,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,41-,42+,43-,44-,45-/m0/s1
Smiles C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)COC(=O)C4=CO[C@H]([C@H]5[C@@H]4CC[C@]5(C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OCCC7=CC(=C(C=C7)O)O)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 Premna Serratifolia (Plant) Rel Props:Reference:ISBN:9788172362461; ISBN:9788185042145