Compound information

Natural Products
NACP111136
Molecular Formula
C19H26O4
Molecular Weight
318.183109312 g/mol
Structure
IUPAC Name
1-(4-hydroxy-3-methoxy-phenyl)dodec-1-ene-3,5-dione
InChI
InChI=1S/C19H26O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h9-13,22H,3-8,14H2,1-2H3
InChI Key
QOJHXMDTWFYFRL-UHFFFAOYSA-N
SMILES
O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCC
CAS
748159-34-4
SuperClass
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
SubClass
Hydroxycinnamic acids and derivatives
Source
CNP0225063

Warheads

Carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 63.6 Å2 LogP 3.888
LogS -5.396 LogD 3.275


Absorption

Property Value Property Value
Pgp inhibitor 0.838 Pgp substrate 0.002
HIA 0.967 F20 % 0.606
F30 % 0.243 Caco-2 -4.738
MDCK -4.577


Distribution

Property Value Property Value
BBB Penetration 0.997 PPB 43.099
VD 0.926 Fu 1.068


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.889 CYP1A2 substrate 0.569
CYP2A6 substrate 0.445 CYP2B6 substrate 0.63
CYP2C19 inhibitor 0.254 CYP2C19 substrate 0.692
CYP2C8 substrate 0.66 CYP2C9 inhibitor 0.533
CYP2C9 substrate 0.024 CYP2D6 inhibitor 0.021
CYP2D6 substrate 0.165 CYP2E1 substrate 0.302
CYP3A4 inhibitor 0.258 CYP3A4 substrate 0.074


Excretion

Property Value Property Value
T1/2 0.951 CL 10.854


Toxicity

Property Value Property Value
hERG Blockers 0.272 Hepatotoxicity 0.22
Mutagenicity 0.358 Rat Oral Acute Toxicity 0.285
FDAMDD 0.412 Skin Sensitization 0.996
Carcinogenicity 0.107 Eye Corrosion 0.005
Eye Irritation 0.926 Respiratory Toxicity 0.861


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.641 IGC50 5.577
LC50FM 6.116 LC50DM 5.149


Tox21 Pathway

Property Value Property Value
NR-AR 0.395 NR-AR-LBD 0.616
NR-AhR 0.219 NR-Aromatase 0.285
NR-ER 0.682 NR-ER-LBD 0.416
NR-PPAR-gamma 0.868 SR-ARE 0.228
SR-ATAD5 0.698 SR-HSE 0.75
SR-MMP 0.851 SR-p53 0.527


Similar covalent inhibitors

CI000144

Similarity Score: 0.72

CI000955

Similarity Score: 0.57

CI006125

Similarity Score: 0.55

CI001839

Similarity Score: 0.53

CI001827

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.