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Herbacetin 3-O-glucopyranoside-8-O-glucuronopyranoside

PubChem CID: 14887603

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Compound Synonyms 135010-45-6, Herbacetin 3-O-glucopyranoside-8-O-glucuronopyranoside, beta-D-Glucopyranosiduronic acid, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-8-yl, DTXSID501105151, HY-N12859, CS-1053410, (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-8-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid, 2-(3,4-Dihydroxyphenyl)-3-(I(2)-D-glucopyranosyloxy)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-8-yl I(2)-D-glucopyranosiduronic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 323.0
Hydrogen Bond Donor Count 12.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCCC(CC3CCCCC3)C2CC(C2CCCCC2)C1CC1CCCCC1
Np Classifier Class Flavonols
Deep Smiles OC[C@H]O[C@@H]Occoccc6=O))cO)ccc6O[C@@H]O[C@H]C=O)O))[C@H][C@@H][C@H]6O))O))O)))))))O)))))))cccccc6)O))O))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 46.0
Classyfire Class Flavonoids
Scaffold Graph Node Level OC1C2CCCC(OC3CCCCO3)C2OC(C2CCCCC2)C1OC1CCCCO1
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 1150.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-8-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp -1.6
Gsk 4 400 Rule False
Molecular Formula C27H28O19
Scaffold Graph Node Bond Level O=c1c(OC2CCCCO2)c(-c2ccccc2)oc2c(OC3CCCCO3)cccc12
Inchi Key YGWFDAMCHDILHX-JQHPUGQPSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms gossypetin-3-glucoside-8-glucuronide
Esol Class Soluble
Functional Groups CC(=O)O, CO, c=O, cO, cO[C@@H](C)OC, coc
Compound Name Herbacetin 3-O-glucopyranoside-8-O-glucuronopyranoside
Exact Mass 656.122
Formal Charge 0.0
Monoisotopic Mass 656.122
Hydrogen Bond Acceptor Count 19.0
Molecular Weight 656.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H28O19/c28-5-11-13(33)15(35)18(38)26(42-11)45-23-14(34)12-9(31)4-10(32)21(22(12)43-20(23)6-1-2-7(29)8(30)3-6)44-27-19(39)16(36)17(37)24(46-27)25(40)41/h1-4,11,13,15-19,24,26-33,35-39H,5H2,(H,40,41)/t11-,13-,15+,16+,17+,18-,19-,24+,26+,27-/m1/s1
Smiles C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Malva Sylvestris (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279