Ingredient Details :Shinpterocarpin


TCMI-ID: TCMI12928


Physicochemical Property
Ingredient Name Shinpterocarpin
Pubchem CID 10336244
Iupac name (2R,10R)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-1(13),4(9),5,7,14(19),15,20-heptaen-6-ol
Molecular Formula C20H18O4
Molecular Weight 322.4
Isomeric smiles CC1(C=CC2=C(O1)C=CC3=C2OC[C@@H]4[C@H]3OC5=C4C=CC(=C5)O)C
InChI InChI=1S/C20H18O4/c1-20(2)8-7-13-16(24-20)6-5-14-18(13)22-10-15-12-4-3-11(21)9-17(12)23-19(14)15/h3-9,15,19,21H,10H2,1-2H3/t15-,19-/m0/s1
InChIKey QGPHRCQDTPCIQI-KXBFYZLASA-N
External Database Links HERB2.0: HBIN043917   SymMap: SMIT06736   TCMSP: 4891   ChEMBL: CHEMBL591773  
Structural Information
nHA(Number of hydrogen bond acceptors) 4
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 0
nRing(Number of rings) 5
MaxRing(Number of atoms in the biggest ring) 21
nHet(Number of heteroatoms) 4

Stability
nRig(Number of rigid bonds) 25
Flexibility 0
Stereo Centers(Number of stereocenters) 2

Solubility
TPSA(Topological polar surface area) 47.92
logS(The logarithm of aqueous solubility value) -4.056
logP(The logarithm of the n-octanol/water distribution coefficient) 5.006
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 4.261

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.79
Synthetic accessibility score 3.807
Natural Product-likeness score 2.917
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.818
MDCK Permeability 1.53E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.015
F20%(20% Oral Bioavailability) 0.002
F30%(30% Oral Bioavailability) 0.003

Distribution
PPB(Plasma protein binding) 99.68%
VD(Volume Distribution) 0.804
BBB Penetration(Blood brain barrier penetration) 0.094
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 1.03%

Metabolism
CYP1A2 inhibitor 0.858
CYP1A2 substrate 0.795
CYP2C19 inhibitor 0.935
CYP2C19 substrate 0.701
CYP2C9 inhibitor 0.9
CYP2C9 substrate 0.942
CYP2D6 inhibitor 0.955
CYP2D6 substrate 0.867
CYP3A4 inhibitor 0.858
CYP3A4 substrate 0.582

Excretion
CL(The clearance of a drug) 2.468
T1/2 0.189

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.945

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.883
IGC50 4.846
LC50FM 7.364
LC50DM 7.033

Reproductive Effects
NR-AR(Androgen receptor) 0.02
NR-AR-LBD(Androgen receptor) 0.264
NR-Aromatase 0.859
NR-ER(Estrogen receptor) 0.723
NR-ER-LBD(Estrogen receptor) 0.634

Allergy
Skin Sensitization Rule 3
Skin Sensitization 0.624

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.209

Organ Toxicity
hERG Blockers 0.389
H-HT(The human hepatotoxicity) 0.953
DILI(Drug-induced liver injury) 0.655

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.35
Respiratory Toxicity 0.794

Mutagenic Effects
AMES Toxicity 0.938

Tumorigenic Effects
Carcinogencity 0.824
SR-ARE(Antioxidant Response Element) 0.818
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.616
SR-p53 0.901

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