IMPPAT Phytochemical information: 
trans-Linalool oxide

trans-Linalool oxide
Summary

SMILES: C=C[C@]1(C)CC[C@H](O1)C(O)(C)C
InChI: InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3/t8-,10+/m0/s1
InChIKey: BRHDDEIRQPDPMG-WCBMZHEXSA-N
DeepSMILES: C=C[C@]C)CC[C@H]O5)CO)C)C
Scaffold Graph/Node/Bond level: C1CCOC1
Scaffold Graph/Node level: C1CCOC1
Scaffold Graph level: C1CCCC1
Functional groups: C=CC; CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Tetrahydrofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Acyclic monoterpenoids
Synonymous chemical names:
trans-linalooloxide0.49, linalool oxide i(pyr.), trans-linalool oxide ( furanoid), linalool oxide (trans), trans-linalool oxide (furanoid form), trans-linalool oxide (furanoïd), trans-linalool oxide (furanoid)*, (e)-linalool oxyde*, trans-linalool oxide (furan), trans-linalool oxide (furan form), trans-linalool oxide (furanoidform), trans-linalol oxide furanoid, frans-linalol oxide, linalool oxide, trans, trans-linalool oxide+, linalool a oxide, linalool oxide trans, trans-linalool oxide (pyran), trans-linalool oxide (furanoid), trans-linalool oxide, trans-linalooloxide, trans-linalol oxide ( furanoid), trans-linalool-oxide*, trans-linalol oxide ( furan isomer), trans-linalol oxide (furanoide), tans-linalool oxide (furanoid), linalool oxide,trans-, linalol oxide ii (pyranoid), trans-linalool oxlde (furanoid), trans-linalol oxide, trans-linalool oxide*, trans-linalool oxide (furanoid fom), trans-linanol oxide, trans-linalool oxide**, trans-linalooloxide (furanoid), trans-linalool oxide acetate (pyr.), trans-linalol oxide (furanoid), t-linalool oxide, linalool oxide a, trans-linalool oxide (furaneol), trans-linalol oxide (furanoide)
External chemical identifiers:
CID:CID_6432254; ChEMBL:CHEMBL2252947; ZINC:ZINC000000391154; FDASRS:986J3104O2; SureChEMBL:SCHEMBL1116444
Chemical structure download


trans-Linalool oxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 170.25
Log P RDKit 1.88
Topological polar surface area (Å2) RDKit 29.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


trans-Linalool oxide
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.641097


trans-Linalool oxide
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.61
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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