IMPPAT Phytochemical information: 
Cyclotagitinin C

Cyclotagitinin C
Summary

SMILES: O=C(C(C)C)O[C@@H]1C[C@@](C)(O)[C@H]2C(=C(C(=O)C2)C)[C@@H]2[C@@H]1C(=C)C(=O)O2
InChI: InChI=1S/C19H24O6/c1-8(2)17(21)24-13-7-19(5,23)11-6-12(20)9(3)14(11)16-15(13)10(4)18(22)25-16/h8,11,13,15-16,23H,4,6-7H2,1-3,5H3/t11-,13-,15-,16-,19-/m1/s1
InChIKey: DURWXVUTAMDJGE-SSFGXONLSA-N
DeepSMILES: O=CCC)C))O[C@@H]C[C@@]C)O)[C@H]C=CC=O)C5))C))[C@@H][C@@H]7C=C)C=O)O5
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C3=CC(=O)CC3CCCC12
Scaffold Graph/Node level: CC1C(O)OC2C3CC(O)CC3CCCC12
Scaffold Graph level: CC1CC2CCCC3C(C)C(C)CC3C2C1
Functional groups: CC(=O)OC; CO; CC1=C(C)CCC1=O; C=C1CCOC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Lactones
ClassyFire Subclass: Gamma butyrolactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Guaiane sesquiterpenoids
Synonymous chemical names:
Cyclotagitinin C
Chemical structure download


Cyclotagitinin C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 348.4
Log P RDKit 1.71
Topological polar surface area (Å2) RDKit 89.9
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.26
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.63
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Cyclotagitinin C
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 0
Ghose filter RDKit Passed
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 0.603509


Cyclotagitinin C
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 -7.64
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 No
P-glycoprotein substrate SwissADME No