Ingredient Details :Irilone


TCMI-ID: TCMI08740


Physicochemical Property
Ingredient Name Irilone
Pubchem CID 5281779
Iupac name 9-hydroxy-7-(4-hydroxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
Molecular Formula C16H10O6
Molecular Weight 298.25
Isomeric smiles C1OC2=C(O1)C(=C3C(=C2)OC=C(C3=O)C4=CC=C(C=C4)O)O
InChI InChI=1S/C16H10O6/c17-9-3-1-8(2-4-9)10-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(10)18/h1-6,17,19H,7H2
InChIKey NUGRQNBDTZWXTP-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN030347   SymMap: SMIT05791   TCM-ID: TCMC601   TCMSID: 3670   TCMSP: 3769   ChEMBL: CHEMBL3527329  
Structural Information
nHA(Number of hydrogen bond acceptors) 6
nHD(Number of hydrogen bond donors) 2
nRot(Number of rotatable bonds) 1
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 13
nHet(Number of heteroatoms) 6

Stability
nRig(Number of rigid bonds) 22
Flexibility 0.045
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 89.13
logS(The logarithm of aqueous solubility value) -3.867
logP(The logarithm of the n-octanol/water distribution coefficient) 2.875
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 2.559

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.718
Synthetic accessibility score 2.577
Natural Product-likeness score 1.491
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.752
MDCK Permeability 1.86E-05
Pgp-substrate 0.001
HIA(human intestinal absorption) 0.004
F20%(20% Oral Bioavailability) 0.002
F30%(30% Oral Bioavailability) 0.01

Distribution
PPB(Plasma protein binding) 99.00%
VD(Volume Distribution) 0.5
BBB Penetration(Blood brain barrier penetration) 0.013
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 2.32%

Metabolism
CYP1A2 inhibitor 0.965
CYP1A2 substrate 0.153
CYP2C19 inhibitor 0.918
CYP2C19 substrate 0.058
CYP2C9 inhibitor 0.802
CYP2C9 substrate 0.891
CYP2D6 inhibitor 0.877
CYP2D6 substrate 0.568
CYP3A4 inhibitor 0.766
CYP3A4 substrate 0.102

Excretion
CL(The clearance of a drug) 10.034
T1/2 0.497

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.934

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.039
IGC50 4.251
LC50FM 5.103
LC50DM 6.437

Reproductive Effects
NR-AR(Androgen receptor) 0.136
NR-AR-LBD(Androgen receptor) 0.556
NR-Aromatase 0.194
NR-ER(Estrogen receptor) 0.946
NR-ER-LBD(Estrogen receptor) 0.953

Allergy
Skin Sensitization Rule 4
Skin Sensitization 0.8

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.537

Organ Toxicity
hERG Blockers 0.044
H-HT(The human hepatotoxicity) 0.076
DILI(Drug-induced liver injury) 0.601

Primary Irritation
Eye Corrosion 0.008
Eye Irritation 0.907
Respiratory Toxicity 0.087

Mutagenic Effects
AMES Toxicity 0.128

Tumorigenic Effects
Carcinogencity 0.789
SR-ARE(Antioxidant Response Element) 0.92
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.903
SR-p53 0.959

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