Ingredient Details :Bakuchiol


TCMI-ID: TCMI11141


Physicochemical Property
Ingredient Name Bakuchiol
Pubchem CID 5468522
Iupac name 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol
Molecular Formula C18H24O
Molecular Weight 256.4
Isomeric smiles CC(=CCC[C@@](C)(C=C)/C=C/C1=CC=C(C=C1)O)C
InChI InChI=1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1
InChIKey LFYJSSARVMHQJB-QIXNEVBVSA-N
External Database Links HERB2.0: HBIN017546   HIT2: C0509   SymMap: SMIT22506   TCM-ID: TCMC2362   ChEMBL: CHEMBL262344  
Structural Information
nHA(Number of hydrogen bond acceptors) 1
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 6
nRing(Number of rings) 1
MaxRing(Number of atoms in the biggest ring) 6
nHet(Number of heteroatoms) 1

Stability
nRig(Number of rigid bonds) 9
Flexibility 0.667
Stereo Centers(Number of stereocenters) 1

Solubility
TPSA(Topological polar surface area) 20.23
logS(The logarithm of aqueous solubility value) -3.852
logP(The logarithm of the n-octanol/water distribution coefficient) 5.05
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 4.166

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.681
Synthetic accessibility score 3.363
Natural Product-likeness score 1.879
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.606
MDCK Permeability 2.57E-05
Pgp-substrate 0.002
HIA(human intestinal absorption) 0.004
F20%(20% Oral Bioavailability) 0.556
F30%(30% Oral Bioavailability) 0.741

Distribution
PPB(Plasma protein binding) 98.26%
VD(Volume Distribution) 2.468
BBB Penetration(Blood brain barrier penetration) 0.07
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 4.76%

Metabolism
CYP1A2 inhibitor 0.966
CYP1A2 substrate 0.224
CYP2C19 inhibitor 0.941
CYP2C19 substrate 0.481
CYP2C9 inhibitor 0.664
CYP2C9 substrate 0.929
CYP2D6 inhibitor 0.921
CYP2D6 substrate 0.053
CYP3A4 inhibitor 0.945
CYP3A4 substrate 0.324

Excretion
CL(The clearance of a drug) 11.864
T1/2 0.295

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.959

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.108
IGC50 4.423
LC50FM 6.181
LC50DM 6.242

Reproductive Effects
NR-AR(Androgen receptor) 0.009
NR-AR-LBD(Androgen receptor) 0.202
NR-Aromatase 0.596
NR-ER(Estrogen receptor) 0.959
NR-ER-LBD(Estrogen receptor) 0.944

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.938

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.036

Organ Toxicity
hERG Blockers 0.195
H-HT(The human hepatotoxicity) 0.247
DILI(Drug-induced liver injury) 0.023

Primary Irritation
Eye Corrosion 0.687
Eye Irritation 0.981
Respiratory Toxicity 0.139

Mutagenic Effects
AMES Toxicity 0.014

Tumorigenic Effects
Carcinogencity 0.279
SR-ARE(Antioxidant Response Element) 0.874
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.796
SR-p53 0.716

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