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Violanin

PubChem CID: 5320022

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Compound Synonyms Delphanin, 28463-30-1, Violanin, [(2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate, chloride, Delphinidin-3-(p-coumaroylrutinoside)-5-glucoside, Delphinidin-3-(4-p-coumaroylrhamnosyl(1-6)glucoside)-5-glucoside, 1-Benzopyrylium, 3-((6-O-(6-deoxy-4-O-(3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-(beta-D-glucopyranosyloxy)-7-hydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride, (E)-, delphinidine-3-(p-coumaroylrutinoside)-5-glucoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 366.0
Hydrogen Bond Donor Count 14.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC(CCC2CCCC(CC3CC4C(CC5CCCCC5)CCCC4CC3C3CCCCC3)C2)CC1
Np Classifier Class Anthocyanidins
Deep Smiles OC[C@H]O[C@@H]OcccO)ccc6ccO[C@@H]O[C@H]CO[C@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))OC=O)/C=C/cccccc6))O)))))))))))))))[C@H][C@@H][C@H]6O))O))O))))))c[o+]6)cccO)ccc6)O))O)))))))))))))))[C@@H][C@H][C@@H]6O))O))O.[Cl-]
Heavy Atom Count 66.0
Classyfire Class Flavonoids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC(OCC2CCCC(OC3CC4C(OC5CCCCO5)CCCC4OC3C3CCCCC3)O2)OC1
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 1540.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 15.0
Iupac Name [(2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate, chloride
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Gsk 4 400 Rule False
Molecular Formula C42H47ClO23
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCC(OCC2CCCC(Oc3cc4c(OC5CCCCO5)cccc4[o+]c3-c3ccccc3)O2)OC1
Inchi Key OUUYNFWYLXMNQZ-HNPHZNNWSA-N
Rotatable Bond Count 13.0
Synonyms delphinidin-3-bioside (nasunin), nasunin
Functional Groups CO, CO[C@H](C)OC, [Cl-], c/C=C/C(=O)OC, cO, cO[C@@H](C)OC, c[o+]c
Compound Name Violanin
Exact Mass 954.22
Formal Charge 0.0
Monoisotopic Mass 954.22
Hydrogen Bond Acceptor Count 23.0
Molecular Weight 955.3
Covalent Unit Count 2.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C42H46O23.ClH/c1-15-38(65-28(48)7-4-16-2-5-18(44)6-3-16)34(54)37(57)40(59-15)58-14-27-31(51)33(53)36(56)42(64-27)62-25-12-20-23(60-39(25)17-8-21(46)29(49)22(47)9-17)10-19(45)11-24(20)61-41-35(55)32(52)30(50)26(13-43)63-41, /h2-12,15,26-27,30-38,40-43,50-57H,13-14H2,1H3,(H4-,44,45,46,47,48,49), 1H/t15-,26+,27+,30+,31+,32-,33-,34-,35+,36+,37+,38-,40-,41+,42+, /m0./s1
Smiles C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O)OC(=O)/C=C/C7=CC=C(C=C7)O.[Cl-]
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Solanum Melongena (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/10100509