IMPPAT Phytochemical information: 
(1S)-1,2,3,4-Tetrahydro-1beta,3alpha,5-trihydroxy-7-methoxy-3-methyl-9,10-anthraquinone
(1S)-1,2,3,4-Tetrahydro-1beta,3alpha,5-trihydroxy-7-methoxy-3-methyl-9,10-anthraquinone
Summary

SMILES: COc1cc(O)c2c(c1)C(=O)C1=C(C2=O)C[C@@](C[C@@H]1O)(C)O
InChI: InChI=1S/C16H16O6/c1-16(21)5-9-13(11(18)6-16)14(19)8-3-7(22-2)4-10(17)12(8)15(9)20/h3-4,11,17-18,21H,5-6H2,1-2H3/t11-,16+/m0/s1
InChIKey: KUFKOUPOLWESDW-MEDUHNTESA-N
DeepSMILES: COcccO)ccc6)C=O)C=CC6=O))C[C@@]C[C@@H]6O)))C)O
Scaffold Graph/Node/Bond level: O=C1C2=C(CCCC2)C(=O)c2ccccc21
Scaffold Graph/Node level: OC1C2CCCCC2C(O)C2CCCCC12
Scaffold Graph level: CC1C2CCCCC2C(C)C2CCCCC12
Functional groups: cOC; cO; CC1=C(C)C(=O)ccC1=O; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Anthracenes
ClassyFire Subclass: Anthraquinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Polycyclic aromatic polyketides
NP Classifier Class: Anthraquinones and anthrones
Synonymous chemical names:
3-5-6-trihydroxy-2-methyl-anthraquinone
External chemical identifiers:
CID:CID_11289685
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(1S)-1,2,3,4-Tetrahydro-1beta,3alpha,5-trihydroxy-7-methoxy-3-methyl-9,10-anthraquinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 304.3
Log P RDKit 0.98
Topological polar surface area (Å2) RDKit 104.06
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
(1S)-1,2,3,4-Tetrahydro-1beta,3alpha,5-trihydroxy-7-methoxy-3-methyl-9,10-anthraquinone
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 Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.71
(1S)-1,2,3,4-Tetrahydro-1beta,3alpha,5-trihydroxy-7-methoxy-3-methyl-9,10-anthraquinone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.63
Number of PAINS structural alerts SwissADME 1
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 Yes