IMPPAT Phytochemical information: 
(5S,6R,7S,8R)-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromen-4-one
(5S,6R,7S,8R)-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromen-4-one
Summary

SMILES: O[C@H]1[C@H](O)[C@@H](O)c2c([C@@H]1O)c(=O)cco2
InChI: InChI=1S/C9H10O6/c10-3-1-2-15-9-4(3)5(11)6(12)7(13)8(9)14/h1-2,5-8,11-14H/t5-,6+,7-,8+/m0/s1
InChIKey: GCRIPOLZIAPYKV-FKSUSPILSA-N
DeepSMILES: O[C@H][C@H]O)[C@@H]O)cc[C@@H]6O))c=O)cco6
Scaffold Graph/Node/Bond level: O=c1ccoc2c1CCCC2
Scaffold Graph/Node level: OC1CCOC2CCCCC12
Scaffold Graph level: CC1CCCC2CCCCC12
Functional groups: CO; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrans
ClassyFire Subclass: Pyranones and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
(7R,8S)-stereoisomer(iso-agarotetrol), (7r,8s)-stereoisomer(iso-agarotetrol)
External chemical identifiers:
CID:CID_101625624
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(5S,6R,7S,8R)-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromen-4-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 214.17
Log P RDKit -1.56
Topological polar surface area (Å2) RDKit 111.13
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.44
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2
(5S,6R,7S,8R)-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromen-4-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 1
Ghose filter RDKit Failed
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 0.415462
(5S,6R,7S,8R)-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromen-4-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.75
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No