IMPPAT Phytochemical information: 
1-Isomangostin Hydrate

1-Isomangostin Hydrate
Summary

SMILES: COc1c(O)cc2c(c1CCC(O)(C)C)c(=O)c1c(o2)cc(c2c1OC(C)(C)CC2)O
InChI: InChI=1S/C24H28O7/c1-23(2,28)8-6-13-18-16(11-15(26)21(13)29-5)30-17-10-14(25)12-7-9-24(3,4)31-22(12)19(17)20(18)27/h10-11,25-26,28H,6-9H2,1-5H3
InChIKey: QEERGWNVXZILOR-UHFFFAOYSA-N
DeepSMILES: COccO)cccc6CCCO)C)C)))))c=O)cco6)cccc6OCC)C)CC6))))))O
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2ccc3c(c12)OCCC3
Scaffold Graph/Node level: OC1C2CCCCC2OC2CCC3CCCOC3C21
Scaffold Graph level: CC1C2CCCCC2CC2CCC3CCCCC3C21
Functional groups: cOC; cO; CO; c=O; coc
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:
1-isomangostin hydrate
External chemical identifiers:
CID:CID_13873659; ChEMBL:CHEMBL1789657; ZINC:ZINC000071281093; SureChEMBL:SCHEMBL17057012; MolPort-039-338-356
Chemical structure download


1-Isomangostin Hydrate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 428.48
Log P RDKit 4.17
Topological polar surface area (Å2) RDKit 109.36
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 31
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 11
Shape complexity RDKit 0.46
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4


1-Isomangostin Hydrate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.54


1-Isomangostin Hydrate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.25
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes