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Caffeic acid tetramer glucoside

PubChem CID: 471912

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Compound Synonyms Caffeic acid tetramer glucoside, Rabdosiin 7-O-.beta.-D-glucoside, (2R)-3-(3,4-dihydroxyphenyl)-2-[(1R)-1-(3,4-dihydroxyphenyl)-3-[(1R)-1-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-2-oxo-ethoxy]carbonyl-6-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,2-dihydronaphthalene-2-carbonyl]oxy-propanoic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 368.0
Hydrogen Bond Donor Count 13.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCCC1CCCCC1)C1CC2CCC(CC3CCCCC3)CC2C(C2CCCCC2)C1C(C)CCCC1CCCCC1
Np Classifier Class Neolignans
Deep Smiles OCCOCOcccccc6O)))C=CC[C@@H]6cccccc6)O))O))))))C=O)O[C@@H]C=O)O))Ccccccc6)O))O))))))))))C=O)O[C@@H]C=O)O))Ccccccc6)O))O))))))))))))))))CCC6O))O))O
Heavy Atom Count 63.0
Classyfire Class Lignan glycosides
Scaffold Graph Node Level OC(OCCC1CCCCC1)C1CC2CCC(OC3CCCCO3)CC2C(C2CCCCC2)C1C(O)OCCC1CCCCC1
Isotope Atom Count 0.0
Molecular Complexity 1630.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (2R)-2-[(1R)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-1-(3,4-dihydroxyphenyl)-6-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2-dihydronaphthalene-2-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
Veber Rule False
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 2.1
Gsk 4 400 Rule False
Molecular Formula C42H40O21
Scaffold Graph Node Bond Level O=C(OCCc1ccccc1)C1=Cc2ccc(OC3CCCCO3)cc2C(c2ccccc2)C1C(=O)OCCc1ccccc1
Inchi Key HRBXHLVQWNWQGM-LKPMOKQPSA-N
Silicos It Class Soluble
Rotatable Bond Count 16.0
Synonyms caffeic acid tetramer glucoside
Esol Class Moderately soluble
Functional Groups CC(=O)O, CC(=O)OC, CO, cC=C(C)C(=O)OC, cO, cOC(C)OC
Compound Name Caffeic acid tetramer glucoside
Exact Mass 880.206
Formal Charge 0.0
Monoisotopic Mass 880.206
Hydrogen Bond Acceptor Count 21.0
Molecular Weight 880.8
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/C42H40O21/c43-15-32-35(51)36(52)37(53)42(63-32)62-29-14-20-19(13-28(29)50)11-21(40(58)60-30(38(54)55)9-16-1-4-22(44)25(47)7-16)34(33(20)18-3-6-24(46)27(49)12-18)41(59)61-31(39(56)57)10-17-2-5-23(45)26(48)8-17/h1-8,11-14,30-37,42-53H,9-10,15H2,(H,54,55)(H,56,57)/t30-,31-,32?,33-,34?,35?,36?,37?,42?/m1/s1
Smiles C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)C2[C@@H](C3=CC(=C(C=C3C=C2C(=O)O[C@H](CC4=CC(=C(C=C4)O)O)C(=O)O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Arnebia Euchroma (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/7775984