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Durantoside II

PubChem CID: 6443018

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Compound Synonyms DURANTOSIDE II, 53526-66-2, methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-6-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate, Methyl (1S,4ar,6S,7R,7as)-4a,7-dihydroxy-6-(((2E)-3-(4-methoxyphenyl)prop-2-enoyl)oxy)-7-methyl-1-(((2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-1H,4ah,5H,6H,7H,7ah-cyclopenta(c)pyran-4-carboxylic acid, methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-6-((E)-3-(4-methoxyphenyl)prop-2-enoyl)oxy-7-methyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-1,5,6,7a-tetrahydrocyclopenta(c)pyran-4-carboxylate, Methyl (1S,4ar,6S,7R,7as)-4a,7-dihydroxy-6-{[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy}-7-methyl-1-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-4-carboxylic acid, AKOS040761647, FS-9295, CS-0024220, NS00093961, Cyclopenta[c]pyran-4-carboxylic acid, 1-(-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,7-dihydroxy-6-[[(2E)-3-(4-methoxyphenyl)-1-oxo-2-propenyl]oxy]-7-methyl-, methyl ester, (1S,4aR,6S,7R,7aS)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 211.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CC2CCCC(CC3CCCCC3)C2C1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@@][C@H]6[C@@]C)O)[C@H]C5)OC=O)/C=C/cccccc6))OC)))))))))))))O))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 41.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CC2CCOC(OC3CCCCO3)C2C1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1010.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-6-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.5
Gsk 4 400 Rule False
Molecular Formula C27H34O14
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CC2C=COC(OC3CCCCO3)C2C1
Inchi Key DVQVHBAATHWQAS-OALRNCSFSA-N
Silicos It Class Soluble
Rotatable Bond Count 10.0
Synonyms durantoside ii
Esol Class Soluble
Functional Groups CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c/C=C/C(=O)OC, cOC
Compound Name Durantoside II
Exact Mass 582.195
Formal Charge 0.0
Monoisotopic Mass 582.195
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 582.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H34O14/c1-26(34)17(40-18(29)9-6-13-4-7-14(36-2)8-5-13)10-27(35)15(23(33)37-3)12-38-25(22(26)27)41-24-21(32)20(31)19(30)16(11-28)39-24/h4-9,12,16-17,19-22,24-25,28,30-32,34-35H,10-11H2,1-3H3/b9-6+/t16-,17+,19-,20+,21-,22-,24+,25+,26+,27+/m1/s1
Smiles C[C@@]1([C@H](C[C@]2([C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)OC(=O)/C=C/C4=CC=C(C=C4)OC)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 Citharexylum Spinosum (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788185042114
  • 2. Outgoing r'ship FOUND_IN to/from Duranta Erecta (Plant) Rel Props:Reference:ISBN:9788185042084