Ingredient Details :Dihydrotanshinone I


TCMI-ID: TCMI14006


Physicochemical Property
Ingredient Name Dihydrotanshinone I
Pubchem CID 11425923
Iupac name (1R)-1,6-dimethyl-1,2-dihydronaphtho[1,2-g][1]benzofuran-10,11-dione
Molecular Formula C18H14O3
Molecular Weight 278.3
Isomeric smiles C[C@H]1COC2=C1C(=O)C(=O)C3=C2C=CC4=C(C=CC=C43)C
InChI InChI=1S/C18H14O3/c1-9-4-3-5-12-11(9)6-7-13-15(12)17(20)16(19)14-10(2)8-21-18(13)14/h3-7,10H,8H2,1-2H3/t10-/m0/s1
InChIKey HARGZZNYNSYSGJ-JTQLQIEISA-N
External Database Links HERB2.0: HBIN023994   HIT2: C0023   SymMap: SMIT18297   TCM-ID: TCMC1053   TCMSID: 13269   ChEMBL: CHEMBL227075  
Structural Information
nHA(Number of hydrogen bond acceptors) 3
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 0
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 17
nHet(Number of heteroatoms) 3

Stability
nRig(Number of rigid bonds) 22
Flexibility 0
Stereo Centers(Number of stereocenters) 1

Solubility
TPSA(Topological polar surface area) 43.37
logS(The logarithm of aqueous solubility value) -6.569
logP(The logarithm of the n-octanol/water distribution coefficient) 4.256
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.547

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.694
Synthetic accessibility score 3.186
Natural Product-likeness score 1.704
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.922
MDCK Permeability 2.29E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.003
F20%(20% Oral Bioavailability) 0.546
F30%(30% Oral Bioavailability) 0.716

Distribution
PPB(Plasma protein binding) 100.23%
VD(Volume Distribution) 0.47
BBB Penetration(Blood brain barrier penetration) 0.012
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 0.83%

Metabolism
CYP1A2 inhibitor 0.99
CYP1A2 substrate 0.585
CYP2C19 inhibitor 0.95
CYP2C19 substrate 0.109
CYP2C9 inhibitor 0.877
CYP2C9 substrate 0.654
CYP2D6 inhibitor 0.963
CYP2D6 substrate 0.122
CYP3A4 inhibitor 0.784
CYP3A4 substrate 0.127

Excretion
CL(The clearance of a drug) 1.884
T1/2 0.024

Toxicology
NonBiodegradable Rule 2
Pfizer Rule Rejected
SR-MMP 0.846

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.936
IGC50 5.661
LC50FM 5.313
LC50DM 6.455

Reproductive Effects
NR-AR(Androgen receptor) 0.045
NR-AR-LBD(Androgen receptor) 0.364
NR-Aromatase 0.83
NR-ER(Estrogen receptor) 0.279
NR-ER-LBD(Estrogen receptor) 0.206

Allergy
Skin Sensitization Rule 5
Skin Sensitization 0.893

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.245

Organ Toxicity
hERG Blockers 0.031
H-HT(The human hepatotoxicity) 0.37
DILI(Drug-induced liver injury) 0.951

Primary Irritation
Eye Corrosion 0.006
Eye Irritation 0.971
Respiratory Toxicity 0.482

Mutagenic Effects
AMES Toxicity 0.941

Tumorigenic Effects
Carcinogencity 0.923
SR-ARE(Antioxidant Response Element) 0.934
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.397
SR-p53 0.937

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