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Gentioside

PubChem CID: 15559486

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Compound Synonyms Gentioside, CHEBI:168354, 1-hydroxy-7-methoxy-3-[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 214.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCCC2CC2CC(CC3CCCC(CCC4CCCCC4)C3)CCC21
Np Classifier Class Plant xanthones
Deep Smiles COcccccc6)c=O)cco6)cccc6O)))OCO[C@@H]CO[C@@H]OC[C@@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 39.0
Classyfire Class Benzopyrans
Scaffold Graph Node Level OC1C2CCCCC2OC2CC(OC3CCCC(COC4CCCCO4)O3)CCC21
Classyfire Subclass 1-benzopyrans
Isotope Atom Count 0.0
Molecular Complexity 846.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name 1-hydroxy-7-methoxy-3-[(3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one
Veber Rule False
Classyfire Superclass Organoheterocyclic compounds
Xlogp -1.1
Gsk 4 400 Rule False
Molecular Formula C25H28O14
Scaffold Graph Node Bond Level O=c1c2ccccc2oc2cc(OC3CCCC(COC4CCCCO4)O3)ccc12
Inchi Key DNIDCQUDANKQTL-JFLMTCINSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms gentioside
Esol Class Soluble
Functional Groups CO, CO[C@@H](C)OC, c=O, cO, cOC, cOC(C)OC, coc
Compound Name Gentioside
Exact Mass 552.148
Formal Charge 0.0
Monoisotopic Mass 552.148
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 552.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C25H28O14/c1-34-9-2-3-14-11(4-9)18(28)17-12(26)5-10(6-15(17)38-14)37-25-23(33)21(31)20(30)16(39-25)8-36-24-22(32)19(29)13(27)7-35-24/h2-6,13,16,19-27,29-33H,7-8H2,1H3/t13-,16-,19-,20+,21-,22+,23+,24-,25?/m0/s1
Smiles COC1=CC2=C(C=C1)OC3=CC(=CC(=C3C2=O)O)OC4[C@@H]([C@H]([C@@H]([C@@H](O4)CO[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Xanthones

  • 1. Outgoing r'ship FOUND_IN to/from Barleria Prionitis (Plant) Rel Props:Reference:ISBN:9788172362089
  • 2. Outgoing r'ship FOUND_IN to/from Gentiana Lutea (Plant) Rel Props:Reference:ISBN:9788172362300