Ingredient Details :Senkyunolide R


TCMI-ID: TCMI21536


Physicochemical Property
Ingredient Name Senkyunolide R
Pubchem CID 101686923
Iupac name (3Z,6S,7S)-6,7-dihydroxy-3-[(2R)-2-hydroxybutylidene]-4,5,6,7-tetrahydro-2-benzofuran-1-one
Molecular Formula C12H16O5
Molecular Weight 240.25
Isomeric smiles CC[C@H](/C=C\1/C2=C([C@@H]([C@H](CC2)O)O)C(=O)O1)O
InChI InChI=1S/C12H16O5/c1-2-6(13)5-9-7-3-4-8(14)11(15)10(7)12(16)17-9/h5-6,8,11,13-15H,2-4H2,1H3/b9-5-/t6-,8+,11-/m1/s1
InChIKey XJGANEFDEDYAJS-QPICXUTDSA-N
External Database Links HERB2.0: HBIN043745   SymMap: SMIT04409  
Structural Information
nHA(Number of hydrogen bond acceptors) 5
nHD(Number of hydrogen bond donors) 3
nRot(Number of rotatable bonds) 2
nRing(Number of rings) 2
MaxRing(Number of atoms in the biggest ring) 9
nHet(Number of heteroatoms) 5

Stability
nRig(Number of rigid bonds) 12
Flexibility 0.167
Stereo Centers(Number of stereocenters) 3

Solubility
TPSA(Topological polar surface area) 86.99
logS(The logarithm of aqueous solubility value) -1.48
logP(The logarithm of the n-octanol/water distribution coefficient) 0.604
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 0.504

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.592
Synthetic accessibility score 4.527
Natural Product-likeness score 3.039
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.056
MDCK Permeability 4.40E-05
Pgp-substrate 0.328
HIA(human intestinal absorption) 0.024
F20%(20% Oral Bioavailability) 0.043
F30%(30% Oral Bioavailability) 0.338

Distribution
PPB(Plasma protein binding) 64.45%
VD(Volume Distribution) 0.507
BBB Penetration(Blood brain barrier penetration) 0.158
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 34.18%

Metabolism
CYP1A2 inhibitor 0.514
CYP1A2 substrate 0.175
CYP2C19 inhibitor 0.071
CYP2C19 substrate 0.154
CYP2C9 inhibitor 0.032
CYP2C9 substrate 0.084
CYP2D6 inhibitor 0.019
CYP2D6 substrate 0.044
CYP3A4 inhibitor 0.011
CYP3A4 substrate 0.196

Excretion
CL(The clearance of a drug) 6.672
T1/2 0.745

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.067

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.93
IGC50 1.4
LC50FM 3.636
LC50DM 3.74

Reproductive Effects
NR-AR(Androgen receptor) 0.125
NR-AR-LBD(Androgen receptor) 0.436
NR-Aromatase 0.027
NR-ER(Estrogen receptor) 0.146
NR-ER-LBD(Estrogen receptor) 0.012

Allergy
Skin Sensitization Rule 4
Skin Sensitization 0.619

Acute Toxicity
Acute Toxicity Rule 4
Rat Oral Acute Toxicity 0.197

Organ Toxicity
hERG Blockers 0.002
H-HT(The human hepatotoxicity) 0.901
DILI(Drug-induced liver injury) 0.679

Primary Irritation
Eye Corrosion 0.004
Eye Irritation 0.15
Respiratory Toxicity 0.651

Mutagenic Effects
AMES Toxicity 0.816

Tumorigenic Effects
Carcinogencity 0.611
SR-ARE(Antioxidant Response Element) 0.283
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.008
SR-p53 0.03

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