Ingredient Details :Pachyrrhizin


TCMI-ID: TCMI03806


Physicochemical Property
Ingredient Name Pachyrrhizin
Pubchem CID 101277
Iupac name 6-(6-methoxy-1,3-benzodioxol-5-yl)furo[3,2-g]chromen-7-one
Molecular Formula C19H12O6
Molecular Weight 336.3
Isomeric smiles COC1=CC2=C(C=C1C3=CC4=C(C=C5C(=C4)C=CO5)OC3=O)OCO2
InChI InChI=1S/C19H12O6/c1-21-16-8-18-17(23-9-24-18)6-12(16)13-5-11-4-10-2-3-22-14(10)7-15(11)25-19(13)20/h2-8H,9H2,1H3
InChIKey PENSQRMNZZWMGV-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN038559   ChEMBL: CHEMBL479689  
Structural Information
nHA(Number of hydrogen bond acceptors) 6
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 2
nRing(Number of rings) 5
MaxRing(Number of atoms in the biggest ring) 13
nHet(Number of heteroatoms) 6

Stability
nRig(Number of rigid bonds) 26
Flexibility 0.077
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 71.04
logS(The logarithm of aqueous solubility value) -6.86
logP(The logarithm of the n-octanol/water distribution coefficient) 3.879
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.309

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.516
Synthetic accessibility score 2.579
Natural Product-likeness score 0.733
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.846
MDCK Permeability 6.91E-05
Pgp-substrate 0.003
HIA(human intestinal absorption) 0.002
F20%(20% Oral Bioavailability) 0.002
F30%(30% Oral Bioavailability) 0.43

Distribution
PPB(Plasma protein binding) 94.76%
VD(Volume Distribution) 0.536
BBB Penetration(Blood brain barrier penetration) 0.02
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 5.38%

Metabolism
CYP1A2 inhibitor 0.984
CYP1A2 substrate 0.476
CYP2C19 inhibitor 0.971
CYP2C19 substrate 0.072
CYP2C9 inhibitor 0.815
CYP2C9 substrate 0.929
CYP2D6 inhibitor 0.924
CYP2D6 substrate 0.924
CYP3A4 inhibitor 0.937
CYP3A4 substrate 0.154

Excretion
CL(The clearance of a drug) 11.336
T1/2 0.25

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.762

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.917
IGC50 4.811
LC50FM 5.952
LC50DM 6.711

Reproductive Effects
NR-AR(Androgen receptor) 0.578
NR-AR-LBD(Androgen receptor) 0.205
NR-Aromatase 0.514
NR-ER(Estrogen receptor) 0.605
NR-ER-LBD(Estrogen receptor) 0.124

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.153

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.16

Organ Toxicity
hERG Blockers 0.163
H-HT(The human hepatotoxicity) 0.373
DILI(Drug-induced liver injury) 0.951

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.308
Respiratory Toxicity 0.43

Mutagenic Effects
AMES Toxicity 0.06

Tumorigenic Effects
Carcinogencity 0.915
SR-ARE(Antioxidant Response Element) 0.898
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.963
SR-p53 0.949

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