IMPPAT Phytochemical information: 
2-Acetoxybrevifoliol
2-Acetoxybrevifoliol
Summary

SMILES: CC(=O)O[C@H]1[C@H](OC(=O)C)[C@]2(C)[C@@H](OC(=O)c3ccccc3)C[C@@H](C(=C)[C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](O)C2)(C)C)O)OC(=O)C)O
InChI: InChI=1S/C33H42O11/c1-16-22(37)14-24(44-30(39)21-12-10-9-11-13-21)32(8)26(16)28(42-19(4)35)33(40)15-23(38)17(2)25(31(33,6)7)27(41-18(3)34)29(32)43-20(5)36/h9-13,22-24,26-29,37-38,40H,1,14-15H2,2-8H3/t22-,23-,24-,26-,27+,28-,29-,32+,33+/m0/s1
InChIKey: ZDWLALGTXWZOEY-NVBNRKAUSA-N
DeepSMILES: CC=O)O[C@H][C@H]OC=O)C)))[C@]C)[C@@H]OC=O)cccccc6))))))))C[C@@H]C=C)[C@H]6[C@@H][C@]CC%12=CC)[C@@H]O)C6))))C)C))O))OC=O)C))))))O
Scaffold Graph/Node/Bond level: C=C1CCC(OC(=O)c2ccccc2)C2CCC3=CCCC(C3)CC12
Scaffold Graph/Node level: CC1CCC(OC(O)C2CCCCC2)C2CCC3CCCC(C3)CC12
Scaffold Graph level: CC(CC1CCC(C)C2CC3CCCC(CCC12)C3)C1CCCCC1
Functional groups: CC(=O)OC; cC(=O)OC; C=C(C)C; CC(=C(C)C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Taxane diterpenoids
Synonymous chemical names:
2-acetoxybrevifoliol
External chemical identifiers:
CID:CID_100991413
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-Acetoxybrevifoliol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 614.69
Log P RDKit 2.8
Topological polar surface area (Å2) RDKit 165.89
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 33
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
2-Acetoxybrevifoliol
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 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.25
2-Acetoxybrevifoliol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately 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 -8.89
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 No