Ingredient Details :4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol


TCMI-ID: TCMI05331


Physicochemical Property
Ingredient Name 4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol
Pubchem CID 234817
Iupac name 4-[6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol
Molecular Formula C20H22O6
Molecular Weight 358.4
Isomeric smiles COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)O
InChI InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3
InChIKey HGXBRUKMWQGOIE-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN009971   ChEMBL: CHEMBL2252392  
Structural Information
nHA(Number of hydrogen bond acceptors) 6
nHD(Number of hydrogen bond donors) 2
nRot(Number of rotatable bonds) 4
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 8
nHet(Number of heteroatoms) 6

Stability
nRig(Number of rigid bonds) 21
Flexibility 0.19
Stereo Centers(Number of stereocenters) 4

Solubility
TPSA(Topological polar surface area) 77.38
logS(The logarithm of aqueous solubility value) -4.05
logP(The logarithm of the n-octanol/water distribution coefficient) 2.192
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 2.837

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.874
Synthetic accessibility score 3.679
Natural Product-likeness score 0.997
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.794
MDCK Permeability 2.23E-05
Pgp-substrate 0.047
HIA(human intestinal absorption) 0.008
F20%(20% Oral Bioavailability) 0.01
F30%(30% Oral Bioavailability) 0.066

Distribution
PPB(Plasma protein binding) 94.77%
VD(Volume Distribution) 1.052
BBB Penetration(Blood brain barrier penetration) 0.101
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 4.55%

Metabolism
CYP1A2 inhibitor 0.042
CYP1A2 substrate 0.92
CYP2C19 inhibitor 0.142
CYP2C19 substrate 0.732
CYP2C9 inhibitor 0.427
CYP2C9 substrate 0.818
CYP2D6 inhibitor 0.359
CYP2D6 substrate 0.898
CYP3A4 inhibitor 0.445
CYP3A4 substrate 0.513

Excretion
CL(The clearance of a drug) 7.898
T1/2 0.435

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.951

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.491
IGC50 5.023
LC50FM 5.803
LC50DM 6.636

Reproductive Effects
NR-AR(Androgen receptor) 0.436
NR-AR-LBD(Androgen receptor) 0.189
NR-Aromatase 0.879
NR-ER(Estrogen receptor) 0.321
NR-ER-LBD(Estrogen receptor) 0.821

Allergy
Skin Sensitization Rule 4
Skin Sensitization 0.682

Acute Toxicity
Acute Toxicity Rule 1
Rat Oral Acute Toxicity 0.297

Organ Toxicity
hERG Blockers 0.085
H-HT(The human hepatotoxicity) 0.164
DILI(Drug-induced liver injury) 0.146

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.735
Respiratory Toxicity 0.403

Mutagenic Effects
AMES Toxicity 0.296

Tumorigenic Effects
Carcinogencity 0.36
SR-ARE(Antioxidant Response Element) 0.76
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.582
SR-p53 0.866

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