IMPPAT Phytochemical information: 
Sarothralen B
Sarothralen B
Summary

SMILES: CC(=CCC1(C)C=Cc2c(O1)c(C(=O)C(C)C)c(c(c2O)CC1=C(O)C(C(=O)C(=C1O)C(=O)C(C)C)(C)C)O)C
InChI: InChI=1S/C32H40O8/c1-15(2)10-12-32(9)13-11-18-25(35)19(26(36)21(28(18)40-32)23(33)16(3)4)14-20-27(37)22(24(34)17(5)6)30(39)31(7,8)29(20)38/h10-11,13,16-17,35-38H,12,14H2,1-9H3
InChIKey: PJXGKVDWZPNGBV-UHFFFAOYSA-N
DeepSMILES: CC=CCCC)C=CccO6)cC=O)CC)C)))ccc6O))CC=CO)CC=O)C=C6O))C=O)CC)C)))))C)C))))))O))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC(Cc2ccc3c(c2)C=CCO3)=CC1
Scaffold Graph/Node level: OC1CCC(CC2CCC3OCCCC3C2)CC1
Scaffold Graph level: CC1CCC(CC2CCC3CCCCC3C2)CC1
Functional groups: CC=C(C)C; cC=CC; cOC; cC(C)=O; cO; CC(=O)C1=C(O)C(C)=C(O)CC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Phloroglucinols
NP Classifier Class: Dimeric phloroglucinols
Synonymous chemical names:
Sarothralen B, sarothralen b
External chemical identifiers:
CID:CID_101062551
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Sarothralen B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 552.66
Log P RDKit 6.46
Topological polar surface area (Å2) RDKit 141.36
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 40
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 17
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.47
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
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
Sarothralen B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.16
Sarothralen B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.89
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes