Detailed Information for C00644

Basic information about inhibitors

IPAD-DB ID C00644
Name Curcumin
Category Natural compounds
2D Structure
3D Structure
Molecular Formula C 2 1 H 2 0 O 6
Molecular Weight 368.4 g/mol
IUPAC Name (1E, 6E)-1, 7-bis(4-hydroxy-3-methoxyphenyl)hepta-1, 6-diene-3, 5-dione
InChI InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12, 24-25H, 13H2, 1-2H3/b7-3+, 8-4+
InChIKey VFLDPWHFBUODDF-FCXRPNKRSA-N
Canonical SMILES COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC(=C(C=C2)O)OC)O
PubChem CID 969516
DrugBank Accession Number -
CAS Registry Number 458-37-7

Biological activity data

Ki -
EC50 -
IC50 -
Inhibition -
Toxicity -
ROS(reactive oxygen species) -
Metal Chelating -
BBB(blood-brain barrier) PASS
Target Protein
Effects (1) 7 days (7.5 mg/kg/day in phosphate-buffered saline, delivered intravenously via tail vein) was able to clear and reduce existing plaque deposits (~30%), (2) Chronic therapy for 5 months with low doses of curcumin formulated in chow (500 ppm) led to a reduction of Aβ levels by 40% and produced a 43% decrease in Aβ deposits compared with control group, (3) The curcumin therapy with low doses reduced the astrocytic marker GFAP and decreases by 43–50% plaque burden, insoluble and soluble Aβ, (4) curcumin gavage on the prevention and therapy of AD in doses of 400, 200 and 100 mg/kg/day (suspended in 0.5% sodium carboxymethyl cellulose solution) for 3 months. Behavioural tests have shown that medium- and high-doses of curcumin treatment can improve spatial learning and memory capacity in these mice. Immunohistochemical and Western blot analyses revealed a reduction of Aβ(1-40), Aβ(1-42) and aggregation of amyloid-β in the CA1 hippocampal area, a decrease in the expression of the γ-secretase component presenilin-2 and an intensification in the expression of amyloid-β degrading enzymes,
Research Models APPswe/PS1dE9 mice, Tg2576 mice, APPsw Tg2576 mice
Main Source -
Ref. Link

Physicochemical properties

Molecular Weight(Computed by SwissADME) 368.38
Hac(Computed by SwissADME) 27
Volume(Computed by ADMETlab 2.0) 381.036
Density(Computed by ADMETlab 2.0) 0.966
nRing(Computed by ADMETlab 2.0) 2
MaxRing(Computed by ADMETlab 2.0) 6
nHet(Computed by ADMETlab 2.0) 6
fChar(Computed by ADMETlab 2.0) 0
nRig(Computed by ADMETlab 2.0) 16
Flexibility(Computed by ADMETlab 2.0) 0.5
Stero Centers(Computed by ADMETlab 2.0) 0
LogS(Computed by ADMETlab 2.0) -3.921
LogD(Computed by ADMETlab 2.0) 2.82

ADMET properties

logP(Computed by ADMETlab 2.0) 3.37
TPSA(Computed by SwissADME) 93.06 Ų
Hbond Acceptor(Computed by SwissADME) 6
Hbond Donor(Computed by SwissADME) 2
Rotatable Bonds(Computed by SwissADME) 8

Pharmacokinetics

GI Absorption(Computed by SwissADME) High
BBB(blood-brain barrier) Permeant(Computed by SwissADME) No
P-gp Substrate(Computed by SwissADME) No
CYP1A2 Inhibitor(Computed by SwissADME) No
CYP2C19 Inhibitor(Computed by SwissADME) No
CYP2C9 Inhibitor(Computed by SwissADME) Yes
CYP2D6 Inhibitor(Computed by SwissADME) No
CYP3A4 Inhibitor(Computed by SwissADME) Yes
log Kp(Skin Permeation)(Computed by SwissADME) -6.28 cm/s

Druglikeness

Lipinski(Computed by SwissADME) Yes, 0 violation
Ghose(Computed by SwissADME) Yes
Veber(Computed by SwissADME) Yes
Egan(Computed by SwissADME) Yes
Muegge(Computed by SwissADME) Yes
Bioavailability Score(Computed by SwissADME) 0.55