Ingredient Details :Moracin C


TCMI-ID: TCMI04510


Physicochemical Property
Ingredient Name Moracin C
Pubchem CID 155248
Iupac name 5-(6-hydroxy-1-benzofuran-2-yl)-2-(3-methylbut-2-enyl)benzene-1,3-diol
Molecular Formula C19H18O4
Molecular Weight 310.3
Isomeric smiles CC(=CCC1=C(C=C(C=C1O)C2=CC3=C(O2)C=C(C=C3)O)O)C
InChI InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-5,7-10,20-22H,6H2,1-2H3
InChIKey ZTGHWUWBQNCCOH-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN035720   SymMap: SMIT05867   TCM-ID: TCMC1592   TCMSID: 15571   TCMSP: 3857   ChEMBL: CHEMBL2018876  
Structural Information
nHA(Number of hydrogen bond acceptors) 4
nHD(Number of hydrogen bond donors) 3
nRot(Number of rotatable bonds) 3
nRing(Number of rings) 3
MaxRing(Number of atoms in the biggest ring) 9
nHet(Number of heteroatoms) 4

Stability
nRig(Number of rigid bonds) 17
Flexibility 0.176
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 73.83
logS(The logarithm of aqueous solubility value) -3.161
logP(The logarithm of the n-octanol/water distribution coefficient) 5.436
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.393

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.612
Synthetic accessibility score 2.657
Natural Product-likeness score 1.608
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.96
MDCK Permeability 1.55E-05
Pgp-substrate 0.788
HIA(human intestinal absorption) 0.008
F20%(20% Oral Bioavailability) 0.997
F30%(30% Oral Bioavailability) 0.999

Distribution
PPB(Plasma protein binding) 99.01%
VD(Volume Distribution) 1.405
BBB Penetration(Blood brain barrier penetration) 0.014
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 2.08%

Metabolism
CYP1A2 inhibitor 0.982
CYP1A2 substrate 0.364
CYP2C19 inhibitor 0.934
CYP2C19 substrate 0.057
CYP2C9 inhibitor 0.69
CYP2C9 substrate 0.921
CYP2D6 inhibitor 0.919
CYP2D6 substrate 0.873
CYP3A4 inhibitor 0.602
CYP3A4 substrate 0.134

Excretion
CL(The clearance of a drug) 11.318
T1/2 0.594

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Rejected
SR-MMP 0.989

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.843
IGC50 5.092
LC50FM 5.628
LC50DM 6.213

Reproductive Effects
NR-AR(Androgen receptor) 0.067
NR-AR-LBD(Androgen receptor) 0.07
NR-Aromatase 0.897
NR-ER(Estrogen receptor) 0.976
NR-ER-LBD(Estrogen receptor) 0.986

Allergy
Skin Sensitization Rule 3
Skin Sensitization 0.943

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.148

Organ Toxicity
hERG Blockers 0.073
H-HT(The human hepatotoxicity) 0.296
DILI(Drug-induced liver injury) 0.487

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.891
Respiratory Toxicity 0.593

Mutagenic Effects
AMES Toxicity 0.031

Tumorigenic Effects
Carcinogencity 0.066
SR-ARE(Antioxidant Response Element) 0.949
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.73
SR-p53 0.901

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