IMPPAT Phytochemical information: 
Germacr-1(10)-ene-5,8-dione

Germacr-1(10)-ene-5,8-dione
Summary

SMILES: C/C/1=C\CC[C@H](C)C(=O)C[C@H](C(=O)C1)C(C)C
InChI: InChI=1S/C15H24O2/c1-10(2)13-9-14(16)12(4)7-5-6-11(3)8-15(13)17/h6,10,12-13H,5,7-9H2,1-4H3/b11-6+/t12-,13-/m0/s1
InChIKey: KDPFMRXIVDLQKX-NHFJXKHHSA-N
DeepSMILES: C/C=C\CC[C@H]C)C=O)C[C@H]C=O)C\%10))CC)C
Scaffold Graph/Node/Bond level: O=C1CC=CCCCC(=O)CC1
Scaffold Graph/Node level: OC1CCCCCCC(O)CC1
Scaffold Graph level: CC1CCCCCCC(C)CC1
Functional groups: C/C=C(\C)C; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesquiterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
curdione, Germacr-1(10)-ene-5,8-dione, Curdione
External chemical identifiers:
CID:CID_6441391; ChEMBL:CHEMBL113942; ZINC:ZINC000012153222; SureChEMBL:SCHEMBL3297349; MolPort-020-006-015
Chemical structure download


Germacr-1(10)-ene-5,8-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 236.36
Log P RDKit 3.55
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
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 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.73
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Germacr-1(10)-ene-5,8-dione
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 0.652363


Germacr-1(10)-ene-5,8-dione
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 -5.86
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


Germacr-1(10)-ene-5,8-dione
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000337915CYP3A4822
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.