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Nelumboside

PubChem CID: 11968794

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Compound Synonyms Nelumboside, CHEBI:190023, (2S,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid, (2S,3S,4R,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 303.0
Hydrogen Bond Donor Count 11.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCCC2CC(C2CCCCC2)C1CC1CCC(CC2CCCCC2)CC1
Np Classifier Class Flavonols
Deep Smiles OC[C@H]O[C@@H]O[C@H][C@H]O)[C@@H]O)[C@@H]O[C@@H]6C=O)O))))Occoccc6=O))cO)ccc6)O)))))))cccccc6)O))O)))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 45.0
Classyfire Class Flavonoids
Description Isolated from leaves of fennel (Foeniculum vulgare). Quercetin 3-[glucosyl-(1->?)-glucuronide] is found in herbs and spices and bilberry.
Scaffold Graph Node Level OC1C2CCCCC2OC(C2CCCCC2)C1OC1CCC(OC2CCCCO2)CO1
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 1120.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name (2S,3S,4R,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Prediction Hob 0.0
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -1.5
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Gsk 4 400 Rule False
Molecular Formula C27H28O18
Scaffold Graph Node Bond Level O=c1c(OC2CCC(OC3CCCCO3)CO2)c(-c2ccccc2)oc2ccccc12
Prediction Swissadme 0.0
Inchi Key RFPZGZUMXXMVEL-UBSYNHCDSA-N
Silicos It Class Soluble
Fcsp3 0.4074074074074074
Logs -3.448
Rotatable Bond Count 7.0
State Solid
Logd 0.008
Synonyms 3,3',4',5,7-Pentahydroxyflavone 3-O-[b-D-glucopyranosyl-(1->?)-b-D-glucuronopyranoside], Nelumboside, Quercetin 3-[glucosyl-(1->?)-glucuronide], Quercetin 3-O-[b-D-glucopyranosyl-(1->?)-b-D-glucuronopyranoside], (2S,3S,4R,5R,6S)-6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylate, nelumboside, quercetin-3-glucoglucuronide(nelumboside)
Esol Class Soluble
Functional Groups CC(=O)O, CO, CO[C@@H](C)OC, c=O, cO, cO[C@@H](C)OC, coc
Compound Name Nelumboside
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 640.128
Formal Charge 0.0
Monoisotopic Mass 640.128
Hydrogen Bond Acceptor Count 18.0
Molecular Weight 640.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Esol -2.2703801111111144
Inchi InChI=1S/C27H28O18/c28-6-13-15(33)17(35)19(37)26(42-13)44-23-18(36)20(38)27(45-24(23)25(39)40)43-22-16(34)14-11(32)4-8(29)5-12(14)41-21(22)7-1-2-9(30)10(31)3-7/h1-5,13,15,17-20,23-24,26-33,35-38H,6H2,(H,39,40)/t13-,15-,17+,18-,19-,20-,23+,24+,26+,27-/m1/s1
Smiles C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Flavonoid-3-O-glucuronides
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Cosmos Bipinnatus (Plant) Rel Props:Reference:ISBN:9788185042053
  • 2. Outgoing r'ship FOUND_IN to/from Foeniculum Vulgare (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Nelumbo Nucifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Vaccinium Myrtillus (Plant) Rel Props:Source_db:fooddb_chem_all