IMPPAT Phytochemical information: 
1,2-Dihydro-1,3,8-trihydroxy-2-methylanthraquinone

1,2-Dihydro-1,3,8-trihydroxy-2-methylanthraquinone
Summary

SMILES: O=C1C=C2C(=C(O)c3c(C2=O)cccc3O)C(C1C)O
InChI: InChI=1S/C15H12O5/c1-6-10(17)5-8-12(13(6)18)15(20)11-7(14(8)19)3-2-4-9(11)16/h2-6,13,16,18,20H,1H3
InChIKey: BJOLKPJTRXMOGP-UHFFFAOYSA-N
DeepSMILES: O=CC=CC=CO)ccC6=O))cccc6O))))))))CC6C))O
Scaffold Graph/Node/Bond level: O=C1C=C2C(=O)c3ccccc3C=C2CC1
Scaffold Graph/Node level: OC1CCC2CC3CCCCC3C(O)C2C1
Scaffold Graph level: CC1CCC2CC3CCCCC3C(C)C2C1
Functional groups: O=C1C=C2C(=O)ccC(O)=C2CC1; cO; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Anthracenes
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
1,2-dihydro-1,3,8-trihydroxy-2-methylanthraquinone
External chemical identifiers:
CID:CID_13915506
Chemical structure download


1,2-Dihydro-1,3,8-trihydroxy-2-methylanthraquinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 272.26
Log P RDKit 1.36
Topological polar surface area (Å2) RDKit 94.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 0
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


1,2-Dihydro-1,3,8-trihydroxy-2-methylanthraquinone
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 0.66


1,2-Dihydro-1,3,8-trihydroxy-2-methylanthraquinone
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 -7.43
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