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Durantoside I

PubChem CID: 95223135

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Compound Synonyms Durantoside I, 53526-67-3, methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-[(E)-3-phenylprop-2-enoyl]oxy-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-7-methyl-6-((E)-3-phenylprop-2-enoyl)oxy-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, HY-N3790, AKOS040761646, FS-9294, DA-72939, CS-0024218, NS00093960
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)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)))))))))))))O))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)OC1CC2CCOC(OC3CCCCO3)C2C1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 961.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-[(E)-3-phenylprop-2-enoyl]oxy-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 C26H32O13
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CC2C=COC(OC3CCCCO3)C2C1
Inchi Key YRARGBWFOYODHQ-IQHUSNMXSA-N
Silicos It Class Soluble
Rotatable Bond Count 9.0
Synonyms durantoside i
Esol Class Soluble
Functional Groups CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c/C=C/C(=O)OC
Compound Name Durantoside I
Exact Mass 552.184
Formal Charge 0.0
Monoisotopic Mass 552.184
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 552.5
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/C26H32O13/c1-25(33)16(38-17(28)9-8-13-6-4-3-5-7-13)10-26(34)14(22(32)35-2)12-36-24(21(25)26)39-23-20(31)19(30)18(29)15(11-27)37-23/h3-9,12,15-16,18-21,23-24,27,29-31,33-34H,10-11H2,1-2H3/b9-8+/t15-,16+,18-,19+,20-,21-,23+,24+,25+,26+/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=CC=C4)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