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Acanthoside D

PubChem CID: 226371

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Compound Synonyms Liriodendrin, Eleutheroside D, 39432-56-9, 573-44-4, Acanthoside D, 2-[4-[6-[3,5-dimethoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol, Syringaresinol diglucoside, 79484-75-6, (2S,3R,4S,5S,6R)-2-[2-[6-[2,4-dimethoxy-3,6-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol, [[(3S)-3aalpha,4,6,6aalpha-Tetrahydro-1H,3H-furo[3,4-c]furan]-3alpha,6alpha-diyl]bis(2,6-dimethoxy-4,1-phenylene)bis(beta-D-glucopyranoside), Acanthoside D, Syringaresinol 4,4'-O-bis-beta-D-glucoside, Acanthoside D, Liriodendrin, DTXSID101113328, HMS3345H02, BCP15730, BCP15731, NSC16757, NSC-16757, G91167, (Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis(2,6-dimethoxy-4,1-phenylene) bis[I(2)-D-glucopyranoside], [(1R,3aR,4S,6aS)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxy-4,1-phenylene) bis-, A-D-glucopyranoside, 2-{4-[4-(3,5-dimethoxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Topological Polar Surface Area 254.0
Hydrogen Bond Donor Count 8.0
Heavy Atom Count 52.0
Description Isolated from Siberian ginseng (Eleutherococcus (Acanthopanax) senticosus). Acanthoside D is found in tea.
Isotope Atom Count 0.0
Molecular Complexity 1010.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-[4-[6-[3,5-dimethoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Prediction Hob 0.0
Class Lignan glycosides
Xlogp -1.4
Superclass Lignans, neolignans and related compounds
Molecular Formula C34H46O18
Prediction Swissadme 0.0
Inchi Key FFDULTAFAQRACT-UHFFFAOYSA-N
Fcsp3 0.6470588235294118
Logs -2.351
Rotatable Bond Count 12.0
State Solid
Logd 0.6
Synonyms (-)-syringaresinol di-beta-d-glucoside, Acanthoside D, Eleutheroside E, 2-bromo-3-nitrobenzoic Acid, Liriodendrin, 2-Bromo-3-nitrobenzoic acid, Liriodendrin, 1R-(1alpha,3aalpha,4alpha,6aalpha)-isomer, Liriodendrin,1S-(1alpha,3aalpha,4alpha,6aalpha)-isomer, Liriodendrin, (1alpha,3aalpha,4alpha,6aalpha)-isomer, Liriodendrin, 1R-(1alpha,3abeta,4beta,6aalpha)-isomer, Liriodendrin, 1S-(1alpha,3aalpha,4alpha,6abeta)-isomer, Eleutheroside e
Compound Name Acanthoside D
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 742.268
Formal Charge 0.0
Monoisotopic Mass 742.268
Hydrogen Bond Acceptor Count 18.0
Molecular Weight 742.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 14.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -2.954258030769234
Inchi InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3
Smiles COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC6C(C(C(C(O6)CO)O)O)O)OC
Nring 6.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Lignan glycosides