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5-[(E)-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-ylidene]-hydroxymethyl]-6-hydroxy-2-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione

PubChem CID: 101638321

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 278.0
Hydrogen Bond Donor Count 12.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(CC2CCCC2)C(C2CCCCC2)C(C)C1CCCC1CCCCC1
Np Classifier Class Chalcones
Deep Smiles OC[C@H]O[C@H][C@@H][C@H][C@@H]6O))O))O))CO)C=CC=O)C=C/C=C/cccccc6))O)))))))O))C6=O)))))/C=CN[C@@H][C@H][C@@H]5O))O))CO)))))/O
Heavy Atom Count 42.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC1CC(CC2CCCN2)C(C2CCCCO2)C(O)C1CCCC1CCCCC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 1190.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name 5-[(E)-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-ylidene]-hydroxymethyl]-6-hydroxy-2-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -2.2
Gsk 4 400 Rule False
Molecular Formula C27H31NO14
Scaffold Graph Node Bond Level O=C1C=C(C=C2CCCN2)C(C2CCCCO2)C(=O)C1=CC=Cc1ccccc1
Inchi Key RFTUGGXQTAABKW-KKNWZMPVSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms tinctormine
Esol Class Very soluble
Functional Groups CO, COC, c/C=C/C(O)=C1C(=O)C=C(/C(O)=C(/C)NC)CC1=O, cO
Compound Name 5-[(E)-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-ylidene]-hydroxymethyl]-6-hydroxy-2-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
Exact Mass 593.174
Formal Charge 0.0
Monoisotopic Mass 593.174
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 593.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 3.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H31NO14/c29-8-13-20(35)22(37)18(28-13)19(34)12-7-15(33)17(14(32)6-3-10-1-4-11(31)5-2-10)25(40)27(12,41)26-24(39)23(38)21(36)16(9-30)42-26/h1-7,13,16,20-24,26,28-32,34-39,41H,8-9H2/b6-3+,17-14?,19-18+/t13-,16-,20-,21-,22-,23+,24-,26-,27?/m1/s1
Smiles C1=CC(=CC=C1/C=C/C(=C2C(=O)C=C(C(C2=O)([C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)/C(=C\4/[C@H]([C@@H]([C@H](N4)CO)O)O)/O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 2.0
Egan Rule False
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Carthamus Tinctorius (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/8281577