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(4R,5S)-1,5-bis(3,4-dihydroxyphenyl)-5-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-1-one

PubChem CID: 101664511

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 218.0
Hydrogen Bond Donor Count 9.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC(CC1CCCCC1)CC1CCCCC1)C1CCCCC1
Deep Smiles OC[C@H]O[C@@H]O[C@@H][C@H]cccccc6)O))O)))))O))CCC=O)cccccc6)O))O))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 35.0
Classyfire Class Fatty acyls
Scaffold Graph Node Level OC(CCC(CC1CCCCC1)OC1CCCCO1)C1CCCCC1
Classyfire Subclass Fatty acyl glycosides
Isotope Atom Count 0.0
Molecular Complexity 679.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name (4R,5S)-1,5-bis(3,4-dihydroxyphenyl)-5-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-1-one
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.9
Gsk 4 400 Rule False
Molecular Formula C23H28O12
Scaffold Graph Node Bond Level O=C(CCC(Cc1ccccc1)OC1CCCCO1)c1ccccc1
Prediction Swissadme 0.0
Inchi Key GUFWXAMCZTYXLV-XANNLXTESA-N
Silicos It Class Soluble
Fcsp3 0.4347826086956521
Logs -1.639
Rotatable Bond Count 9.0
Logd -0.266
Synonyms isocurculigine
Esol Class Soluble
Functional Groups CO, CO[C@H](C)OC, cC(C)=O, cO
Compound Name (4R,5S)-1,5-bis(3,4-dihydroxyphenyl)-5-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-1-one
Prediction Hob Swissadme 0.0
Exact Mass 496.158
Formal Charge 0.0
Monoisotopic Mass 496.158
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 496.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -2.0170972857142866
Inchi InChI=1S/C23H28O12/c24-9-18-20(31)21(32)22(33)23(35-18)34-17(19(30)11-2-4-14(27)16(29)8-11)6-5-12(25)10-1-3-13(26)15(28)7-10/h1-4,7-8,17-24,26-33H,5-6,9H2/t17-,18-,19+,20-,21+,22-,23-/m1/s1
Smiles C1=CC(=C(C=C1[C@@H]([C@@H](CCC(=O)C2=CC(=C(C=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False

  • 1. Outgoing r'ship FOUND_IN to/from Curculigo Orchioides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Molineria Capitulata (Plant) Rel Props:Source_db:npass_chem_all