IMPPAT Phytochemical information: 
1beta-Acetoxyfurano-3-eudesmene

1beta-Acetoxyfurano-3-eudesmene
Summary

SMILES: CC(=O)O[C@H]1CC=C(C2[C@@]1(C)CC1OC=C(C1C2)C)C
InChI: InChI=1S/C17H24O3/c1-10-5-6-16(20-12(3)18)17(4)8-15-13(7-14(10)17)11(2)9-19-15/h5,9,13-16H,6-8H2,1-4H3/t13?,14?,15?,16-,17+/m0/s1
InChIKey: YXXLPORTKKMOGV-LSSJBHJESA-N
DeepSMILES: CC=O)O[C@H]CC=CC[C@@]6C)CCOC=CC5C9))C))))))))C
Scaffold Graph/Node/Bond level: C1=CC2CC3C=COC3CC2CC1
Scaffold Graph/Node level: C1CCC2CC3OCCC3CC2C1
Scaffold Graph level: C1CCC2CC3CCCC3CC2C1
Functional groups: CC(=O)OC; CC=C(C)C; CC1=COCC1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Eudesmane sesquiterpenoids
Synonymous chemical names:
1β-acetoxyfurano-3-eudesmene
External chemical identifiers:
CID:CID_91749465
Chemical structure download


1beta-Acetoxyfurano-3-eudesmene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 276.38
Log P RDKit 3.6
Topological polar surface area (Å2) RDKit 35.53
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.71
Number of rotatable bonds RDKit 2
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 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


1beta-Acetoxyfurano-3-eudesmene
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 0.541986


1beta-Acetoxyfurano-3-eudesmene
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 -6.19
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