Ingredient Details :Benzoylgomisin Q


TCMI-ID: TCMI15983


Physicochemical Property
Ingredient Name Benzoylgomisin Q
Pubchem CID 14605164
Iupac name [(8S,9S,10S)-9-hydroxy-3,4,5,14,15,16-hexamethoxy-9,10-dimethyl-8-tricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaenyl] benzoate
Molecular Formula C31H36O9
Molecular Weight 552.6
Isomeric smiles C[C@H]1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3[C@@H]([C@@]1(C)O)OC(=O)C4=CC=CC=C4)OC)OC)OC)OC)OC)OC
InChI InChI=1S/C31H36O9/c1-17-14-19-15-21(34-3)25(36-5)27(38-7)23(19)24-20(16-22(35-4)26(37-6)28(24)39-8)29(31(17,2)33)40-30(32)18-12-10-9-11-13-18/h9-13,15-17,29,33H,14H2,1-8H3/t17-,29-,31-/m0/s1
InChIKey ZEMSHIOAFVYIFX-LLNVXLRBSA-N
External Database Links HERB2.0: HBIN017816   SymMap: SMIT10162   TCM-ID: TCMC6179   TCMSP: 8963  
Structural Information
nHA(Number of hydrogen bond acceptors) 9
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 9
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 16
nHet(Number of heteroatoms) 9

Stability
nRig(Number of rigid bonds) 25
Flexibility 0.36
Stereo Centers(Number of stereocenters) 3

Solubility
TPSA(Topological polar surface area) 101.91
logS(The logarithm of aqueous solubility value) -5.203
logP(The logarithm of the n-octanol/water distribution coefficient) 4.539
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.325

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.376
Synthetic accessibility score 3.747
Natural Product-likeness score 1.354
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -4.69
MDCK Permeability 3.44E-05
Pgp-substrate 0.001
HIA(human intestinal absorption) 0.006
F20%(20% Oral Bioavailability) 0.001
F30%(30% Oral Bioavailability) 0.025

Distribution
PPB(Plasma protein binding) 69.88%
VD(Volume Distribution) 0.464
BBB Penetration(Blood brain barrier penetration) 0.032
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 22.88%

Metabolism
CYP1A2 inhibitor 0.053
CYP1A2 substrate 0.985
CYP2C19 inhibitor 0.817
CYP2C19 substrate 0.897
CYP2C9 inhibitor 0.72
CYP2C9 substrate 0.871
CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.828
CYP3A4 inhibitor 0.833
CYP3A4 substrate 0.876

Excretion
CL(The clearance of a drug) 6.794
T1/2 0.09

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.853

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.041
IGC50 4.478
LC50FM 7.155
LC50DM 7.325

Reproductive Effects
NR-AR(Androgen receptor) 0.229
NR-AR-LBD(Androgen receptor) 0.038
NR-Aromatase 0.793
NR-ER(Estrogen receptor) 0.157
NR-ER-LBD(Estrogen receptor) 0.691

Allergy
Skin Sensitization Rule 2
Skin Sensitization 0.13

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.177

Organ Toxicity
hERG Blockers 0.294
H-HT(The human hepatotoxicity) 0.056
DILI(Drug-induced liver injury) 0.736

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.144
Respiratory Toxicity 0.591

Mutagenic Effects
AMES Toxicity 0.042

Tumorigenic Effects
Carcinogencity 0.028
SR-ARE(Antioxidant Response Element) 0.652
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.819
SR-p53 0.97

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