Ingredient Details :6-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one


TCMI-ID: TCMI18791


Physicochemical Property
Ingredient Name 6-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
Pubchem CID 46241347
Iupac name 6-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
Molecular Formula C40H38O11
Molecular Weight 694.7
Isomeric smiles CC(=CCCC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C5=C(C=C4O)OC(CC5=O)C6=C(C=C(C=C6)O)O)O)C
InChI InChI=1S/C40H38O11/c1-19(2)4-3-5-20-12-27(24-9-6-21(41)14-29(24)44)36(39(49)26-11-8-23(43)16-31(26)46)28(13-20)37-32(47)18-35-38(40(37)50)33(48)17-34(51-35)25-10-7-22(42)15-30(25)45/h4,6-11,13-16,18,27-28,34,36,41-47,50H,3,5,12,17H2,1-2H3
InChIKey VYCKCQBOVSSJSK-UHFFFAOYSA-N
External Database Links TCMSID: 12463  
Structural Information
nHA(Number of hydrogen bond acceptors) 11
nHD(Number of hydrogen bond donors) 8
nRot(Number of rotatable bonds) 8
nRing(Number of rings) 6
MaxRing(Number of atoms in the biggest ring) 10
nHet(Number of heteroatoms) 11

Stability
nRig(Number of rigid bonds) 38
Flexibility 0.211
Stereo Centers(Number of stereocenters) 4

Solubility
TPSA(Topological polar surface area) 205.21
logS(The logarithm of aqueous solubility value) -3.639
logP(The logarithm of the n-octanol/water distribution coefficient) 6.292
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.427

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.067
Synthetic accessibility score 4.758
Natural Product-likeness score 1.793
Lipinski Rule Rejected
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -5.896
MDCK Permeability 5.36E-06
Pgp-substrate 0.001
HIA(human intestinal absorption) 0.788
F20%(20% Oral Bioavailability) 1
F30%(30% Oral Bioavailability) 1

Distribution
PPB(Plasma protein binding) 97.75%
VD(Volume Distribution) 0.353
BBB Penetration(Blood brain barrier penetration) 0
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 1.40%

Metabolism
CYP1A2 inhibitor 0.38
CYP1A2 substrate 0.44
CYP2C19 inhibitor 0.951
CYP2C19 substrate 0.045
CYP2C9 inhibitor 0.933
CYP2C9 substrate 0.988
CYP2D6 inhibitor 0.674
CYP2D6 substrate 0.49
CYP3A4 inhibitor 0.36
CYP3A4 substrate 0.15

Excretion
CL(The clearance of a drug) 9.349
T1/2 0.405

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.998

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.94
IGC50 5.884
LC50FM 7.732
LC50DM 7.151

Reproductive Effects
NR-AR(Androgen receptor) 0.001
NR-AR-LBD(Androgen receptor) 0.755
NR-Aromatase 0.828
NR-ER(Estrogen receptor) 0.921
NR-ER-LBD(Estrogen receptor) 0.999

Allergy
Skin Sensitization Rule 6
Skin Sensitization 0.948

Acute Toxicity
Acute Toxicity Rule 0
Rat Oral Acute Toxicity 0.892

Organ Toxicity
hERG Blockers 0.03
H-HT(The human hepatotoxicity) 0.217
DILI(Drug-induced liver injury) 0.956

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.885
Respiratory Toxicity 0.046

Mutagenic Effects
AMES Toxicity 0.276

Tumorigenic Effects
Carcinogencity 0.094
SR-ARE(Antioxidant Response Element) 0.979
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.439
SR-p53 0.866

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