IMPPAT Phytochemical information: 
Demethoxycurcumin
Demethoxycurcumin
Summary

SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(cc2)O)ccc1O
InChI: InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+
InChIKey: HJTVQHVGMGKONQ-LUZURFALSA-N
DeepSMILES: COccc/C=C/C=O)CC=O)/C=C/cccccc6))O))))))))))))ccc6O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)CC(=O)C=Cc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)CC(O)CCC1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)CC(C)CCC1CCCCC1
Functional groups: cOC; c/C=C/C(C)=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Diarylheptanoids
ClassyFire Subclass: Linear diarylheptanoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids
NP Classifier Class: Linear diarylheptanoids
Synonymous chemical names:
monodemethoxycurcumin, monodemethoxy-curcumin, feruloyl-p-coumaroylmethane, Feruloyl-p-coumaroylmethane, demethoxycurcumin, Demethoxycurcumin, desmethoxycurcumin
External chemical identifiers:
CID:CID_5469424; ChEMBL:CHEMBL105360; ChEBI:CHEBI:65737; ZINC:ZINC000005115722; FDASRS:W2F8059T80; SureChEMBL:SCHEMBL431246; MolPort-016-638-373
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Demethoxycurcumin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 338.36
Log P RDKit 3.36
Topological polar surface area (Å2) RDKit 83.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.1
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Demethoxycurcumin
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 0.59727
Demethoxycurcumin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.01
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Demethoxycurcumin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000337056CDKN2D800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.