Ingredient Details :2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one


TCMI-ID: TCMI19924


Physicochemical Property
Ingredient Name 2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Pubchem CID 73829916
Iupac name 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Molecular Formula C25H28O7
Molecular Weight 440.5
Isomeric smiles CC(=CCC1=C(C(=C2C(=C1O)C(=O)C(C(O2)C3=C(C=C(C=C3)O)O)O)CC=C(C)C)O)C
InChI InChI=1S/C25H28O7/c1-12(2)5-8-16-20(28)17(9-6-13(3)4)24-19(21(16)29)22(30)23(31)25(32-24)15-10-7-14(26)11-18(15)27/h5-7,10-11,23,25-29,31H,8-9H2,1-4H3
InChIKey GKENRJIRKFSNED-UHFFFAOYSA-N
External Database Links
Structural Information
nHA(Number of hydrogen bond acceptors) 7
nHD(Number of hydrogen bond donors) 5
nRot(Number of rotatable bonds) 5
nRing(Number of rings) 3
MaxRing(Number of atoms in the biggest ring) 10
nHet(Number of heteroatoms) 7

Stability
nRig(Number of rigid bonds) 20
Flexibility 0.25
Stereo Centers(Number of stereocenters) 2

Solubility
TPSA(Topological polar surface area) 127.45
logS(The logarithm of aqueous solubility value) -3.06
logP(The logarithm of the n-octanol/water distribution coefficient) 5.31
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 2.521

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.441
Synthetic accessibility score 3.973
Natural Product-likeness score 2.252
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.321
MDCK Permeability 9.11E-06
Pgp-substrate 0.315
HIA(human intestinal absorption) 0.027
F20%(20% Oral Bioavailability) 0.959
F30%(30% Oral Bioavailability) 0.215

Distribution
PPB(Plasma protein binding) 94.84%
VD(Volume Distribution) 0.618
BBB Penetration(Blood brain barrier penetration) 0.003
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 5.61%

Metabolism
CYP1A2 inhibitor 0.118
CYP1A2 substrate 0.135
CYP2C19 inhibitor 0.392
CYP2C19 substrate 0.064
CYP2C9 inhibitor 0.804
CYP2C9 substrate 0.89
CYP2D6 inhibitor 0.862
CYP2D6 substrate 0.205
CYP3A4 inhibitor 0.309
CYP3A4 substrate 0.143

Excretion
CL(The clearance of a drug) 8.807
T1/2 0.409

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.976

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.033
IGC50 4.916
LC50FM 6.356
LC50DM 6.396

Reproductive Effects
NR-AR(Androgen receptor) 0.006
NR-AR-LBD(Androgen receptor) 0.074
NR-Aromatase 0.457
NR-ER(Estrogen receptor) 0.511
NR-ER-LBD(Estrogen receptor) 0.734

Allergy
Skin Sensitization Rule 6
Skin Sensitization 0.939

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.398

Organ Toxicity
hERG Blockers 0.03
H-HT(The human hepatotoxicity) 0.384
DILI(Drug-induced liver injury) 0.761

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.337
Respiratory Toxicity 0.087

Mutagenic Effects
AMES Toxicity 0.015

Tumorigenic Effects
Carcinogencity 0.059
SR-ARE(Antioxidant Response Element) 0.834
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.176
SR-p53 0.914

Related TCM-Disorder Names

Related Formulae

Related Herbs

Related Targets

Network Analysis

Copyright © Chengdu University of TCM All rights reserved.