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Isorhamnetin 3-robinobioside

PubChem CID: 6223069

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Compound Synonyms Keioside, Isorhamnetin 3-robinobioside, i-Rha-gal, CHEBI:139417, HMS3345C01, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(((3R,4S,5R,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-{[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one, DB-053625, Isorhamnetin-3-O-galactoside-6''-rhamnoside, B0005-464481, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one
Topological Polar Surface Area 255.0
Hydrogen Bond Donor Count 9.0
Heavy Atom Count 44.0
Description Isorhamnetin 3-rutinoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Isorhamnetin 3-rutinoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isorhamnetin 3-rutinoside can be found in common bean, ginkgo nuts, sea-buckthornberry, and swede, which makes isorhamnetin 3-rutinoside a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 1040.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
Prediction Hob 0.0
Class Flavonoids
Xlogp -1.0
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Molecular Formula C28H32O16
Prediction Swissadme 0.0
Inchi Key UIDGLYUNOUKLBM-UHFFFAOYSA-N
Fcsp3 0.4642857142857143
Rotatable Bond Count 7.0
State Solid
Synonyms Isorhamnetin 3-O-rutinoside, Isorhamnetin 3-rhamnoglucoside, Isorhamnetin 3-rutinoside, Isorhamnetin-3-O-rutinoside, Narcissin?, Narcissoside, I-rha-gal, Isorhamnetin 3-O-[a-L-rhamnopyranosyl-(1->6)-b-D-galactopyranoside], Isorhamnetin 3-robinobioside, Keioside, Narcissin, Narcissin flavonol
Compound Name Isorhamnetin 3-robinobioside
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 624.169
Formal Charge 0.0
Monoisotopic Mass 624.169
Hydrogen Bond Acceptor Count 16.0
Molecular Weight 624.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -2.5490885090909092
Inchi InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3
Smiles CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Flavonoid-3-O-glycosides

  • 1. Outgoing r'ship FOUND_IN to/from Brassica Napus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Hippophae Rhamnoides (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Phaseolus Vulgaris (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Pyrus Communis (Plant) Rel Props:Source_db:fooddb_chem_all