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Name |
Sydowinin B
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Molecular Formula | C16H12O7 | |
IUPAC Name* |
methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate
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SMILES |
COC(=O)C1=C(C=CC2=C1C(=O)C3=C(C=C(C=C3O2)CO)O)O
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InChI |
InChI=1S/C16H12O7/c1-22-16(21)13-8(18)2-3-10-14(13)15(20)12-9(19)4-7(6-17)5-11(12)23-10/h2-5,17-19H,6H2,1H3
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InChIKey |
SSBSKLSIZKVBFF-UHFFFAOYSA-N
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Synonyms |
SYDOWININ B; MS-347b; 58450-00-3; R78YLI0R53; CHEBI:68228; methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate; Methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-xanthene-1-carboxylate; 9H-Xanthene-1-carboxylic acid, 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-, methyl ester; UNII-R78YLI0R53; CHEMBL1812029; ZINC13328231; BRD-K59460069-001-01-7; Q27136721; methyl 2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-9H-xanthene-1-carboxylate
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CAS | 58450-00-3 | |
PubChem CID | 45359153 | |
ChEMBL ID | CHEMBL1812029 |
Chemical Classification: |
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Molecular Weight: | 316.26 | ALogp: | 2.3 |
HBD: | 3 | HBA: | 7 |
Rotatable Bonds: | 3 | Lipinski's rule of five: | Accepted |
Polar Surface Area: | 113.0 | Aromatic Rings: | 3 |
Heavy Atoms: | 23 | QED Weighted: | 0.49 |
Caco-2 Permeability: | -4.988 | MDCK Permeability: | 0.00000762 |
Pgp-inhibitor: | 0.003 | Pgp-substrate: | 0.133 |
Human Intestinal Absorption (HIA): | 0.65 | 20% Bioavailability (F20%): | 0.029 |
30% Bioavailability (F30%): | 0.989 |
Blood-Brain-Barrier Penetration (BBB): | 0.028 | Plasma Protein Binding (PPB): | 89.06% |
Volume Distribution (VD): | 0.878 | Fu: | 12.48% |
CYP1A2-inhibitor: | 0.965 | CYP1A2-substrate: | 0.732 |
CYP2C19-inhibitor: | 0.155 | CYP2C19-substrate: | 0.061 |
CYP2C9-inhibitor: | 0.702 | CYP2C9-substrate: | 0.827 |
CYP2D6-inhibitor: | 0.653 | CYP2D6-substrate: | 0.256 |
CYP3A4-inhibitor: | 0.38 | CYP3A4-substrate: | 0.111 |
Clearance (CL): | 3.199 | Half-life (T1/2): | 0.865 |
hERG Blockers: | 0.008 | Human Hepatotoxicity (H-HT): | 0.108 |
Drug-inuced Liver Injury (DILI): | 0.942 | AMES Toxicity: | 0.532 |
Rat Oral Acute Toxicity: | 0.01 | Maximum Recommended Daily Dose: | 0.034 |
Skin Sensitization: | 0.537 | Carcinogencity: | 0.025 |
Eye Corrosion: | 0.008 | Eye Irritation: | 0.953 |
Respiratory Toxicity: | 0.066 |