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Basic Information
Basic Information
Structure Compound Image
ID TCMI35817
Ingredient name Vitisin C
Formula C56H42O12
PubChem CID 16145527
InChIKey WZKKRZSJTLGPHH-WHSOPTDBSA-N
IUPAC name 5-[(2S,3S)-4-[(E)-2-[(2R,3S)-3-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-5-yl]ethenyl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
Canonical SMILES C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C=CC4=CC5=C(C=C4)OC(C5C6=C7C(C(OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
Isomeric SMILES C1=CC(=CC=C1[C@@H]2[C@H](C3=C(C=C(C=C3O2)O)/C=C/C4=CC5=C(C=C4)O[C@H]([C@H]5C6=C7[C@@H]([C@H](OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
Basic Information
Physicochemical Property
Info
Property Value Property Value Property Value
Molecular Weight (MW) 906.9 Volume 922.582 Density 0.982
nHA 12 nHD 9 nRot 8
nRing 11 MaxRing 9 nHet 12
Eye Irritation 0.914 fChar 0 nRig 61
Flexibility 0.131 Stereo Centers 6 TPSA 209.76
logS -3.0 logP logD 4.0
Basic Information
Drug-likeness
Info
Lipinski rule-of-five:(All of the following data projections are from ADMET)
Term Value Judgment
The average molecular weight (MolWt) 906.9 No
Number of Hydrogen Bond Acceptors (NumHAcceptors) 12 Yes
Number of Hydrogen Bond Donors (NumHDonors) 9 Yes
Wildman-Crippen LogP value (MolLogP) 8.0 No
Number of Rotatable Bonds (NumRotatableBonds) 8 Yes
Quantitative estimation of drug-likeness  :  0.065
Basic Information
Toxicity
Info
Property Value Property Value Property Value
hERG Blockers 0.129 H-HT 0.357 DILI 0.918
AMES 0.101 Rat Oral Acute Toxicity 0.978 FDAMDD 0.986
Skin Sensitization 0.956 Carcinogencity 0.044 Eye Corrosion 0.003
Eye Irritation 0.914 Respiratory Toxicity 0.018 Bioconcentration Factors 1.532
IGC50 6.904 LC50FM LC50DM 8.181
NR-AR 0.426 NR-AR-LBD 0.957 NR-AhR 0.856
NR-Aromatase 0.982 NR-ER 1 NR-ER-LBD 1
NR-PPAR-gamma 0.848 SR-ARE 0.983 SR-ATAD5 0.297
SR-HSE 0.384 SR-MMP 1
Basic Information
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