IMPPAT Phytochemical information: 
3,4,6,8-Tetrahydroxy-7-(3-hydroxy-3-methylbutyl)-9H-xanthene-9-one

3,4,6,8-Tetrahydroxy-7-(3-hydroxy-3-methylbutyl)-9H-xanthene-9-one
Summary

SMILES: Oc1cc2oc3c(O)c(O)ccc3c(=O)c2c(c1CCC(O)(C)C)O
InChI: InChI=1S/C18H18O7/c1-18(2,24)6-5-8-11(20)7-12-13(14(8)21)15(22)9-3-4-10(19)16(23)17(9)25-12/h3-4,7,19-21,23-24H,5-6H2,1-2H3
InChIKey: FRRCENZMRVFPRJ-UHFFFAOYSA-N
DeepSMILES: OcccoccO)cO)ccc6c=O)c%10cc%14CCCO)C)C)))))O
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2ccccc12
Scaffold Graph/Node level: OC1C2CCCCC2OC2CCCCC21
Scaffold Graph level: CC1C2CCCCC2CC2CCCCC21
Functional groups: cO; coc; c=O; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Xanthones
NP Classifier Class: Plant xanthones
Synonymous chemical names:
2-(3-hydroxy-3-methylbutyl)-1,3,5,6-tetrahydroxyxanthone
External chemical identifiers:
CID:CID_14804158; ZINC:ZINC000014763049
Chemical structure download


3,4,6,8-Tetrahydroxy-7-(3-hydroxy-3-methylbutyl)-9H-xanthene-9-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 346.34
Log P RDKit 2.47
Topological polar surface area (Å2) RDKit 131.36
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.28
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


3,4,6,8-Tetrahydroxy-7-(3-hydroxy-3-methylbutyl)-9H-xanthene-9-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.363474


3,4,6,8-Tetrahydroxy-7-(3-hydroxy-3-methylbutyl)-9H-xanthene-9-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.54
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No