Ingredient Details :Centaureidin


TCMI-ID: TCMI09122


Physicochemical Property
Ingredient Name Centaureidin
Pubchem CID 5315773
Iupac name 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,6-dimethoxychromen-4-one
Molecular Formula C18H16O8
Molecular Weight 360.3
Isomeric smiles COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)OC)O)OC)O
InChI InChI=1S/C18H16O8/c1-23-11-5-4-8(6-9(11)19)16-18(25-3)15(22)13-12(26-16)7-10(20)17(24-2)14(13)21/h4-7,19-21H,1-3H3
InChIKey BZXULYMZYPRZOG-UHFFFAOYSA-N
External Database Links HERB2.0: HBIN020080   HIT2: C1224   TCMSuite: 58620   ChEMBL: CHEMBL77552  
Structural Information
nHA(Number of hydrogen bond acceptors) 8
nHD(Number of hydrogen bond donors) 3
nRot(Number of rotatable bonds) 4
nRing(Number of rings) 3
MaxRing(Number of atoms in the biggest ring) 10
nHet(Number of heteroatoms) 8

Stability
nRig(Number of rigid bonds) 18
Flexibility 0.222
Stereo Centers(Number of stereocenters) 0

Solubility
TPSA(Topological polar surface area) 118.59
logS(The logarithm of aqueous solubility value) -3.806
logP(The logarithm of the n-octanol/water distribution coefficient) 2.667
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 2.409

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.65
Synthetic accessibility score 2.561
Natural Product-likeness score 1.424
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.956
MDCK Permeability 1.41E-05
Pgp-substrate 0.002
HIA(human intestinal absorption) 0.039
F20%(20% Oral Bioavailability) 0.004
F30%(30% Oral Bioavailability) 0.002

Distribution
PPB(Plasma protein binding) 90.92%
VD(Volume Distribution) 0.74
BBB Penetration(Blood brain barrier penetration) 0.004
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 17.46%

Metabolism
CYP1A2 inhibitor 0.883
CYP1A2 substrate 0.964
CYP2C19 inhibitor 0.201
CYP2C19 substrate 0.071
CYP2C9 inhibitor 0.724
CYP2C9 substrate 0.814
CYP2D6 inhibitor 0.356
CYP2D6 substrate 0.463
CYP3A4 inhibitor 0.472
CYP3A4 substrate 0.208

Excretion
CL(The clearance of a drug) 4.237
T1/2 0.851

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.932

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.12
IGC50 3.847
LC50FM 4.878
LC50DM 6.256

Reproductive Effects
NR-AR(Androgen receptor) 0.027
NR-AR-LBD(Androgen receptor) 0.153
NR-Aromatase 0.878
NR-ER(Estrogen receptor) 0.597
NR-ER-LBD(Estrogen receptor) 0.803

Allergy
Skin Sensitization Rule 7
Skin Sensitization 0.472

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.2

Organ Toxicity
hERG Blockers 0.071
H-HT(The human hepatotoxicity) 0.082
DILI(Drug-induced liver injury) 0.97

Primary Irritation
Eye Corrosion 0.004
Eye Irritation 0.893
Respiratory Toxicity 0.203

Mutagenic Effects
AMES Toxicity 0.522

Tumorigenic Effects
Carcinogencity 0.032
SR-ARE(Antioxidant Response Element) 0.802
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.872
SR-p53 0.95

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