Ingredient Details :[(9S,10S)-8,8-dimethyl-9-(2-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbut-2-enoate


TCMI-ID: TCMI22372


Physicochemical Property
Ingredient Name [(9S,10S)-8,8-dimethyl-9-(2-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbut-2-enoate
Pubchem CID 126968598
Iupac name [(9S,10S)-8,8-dimethyl-9-(2-methylbut-2-enoyloxy)-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbut-2-enoate
Molecular Formula C24H26O7
Molecular Weight 426.5
Isomeric smiles CC=C(C)C(=O)O[C@@H]1[C@@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)OC(=O)C(=CC)C
InChI InChI=1S/C24H26O7/c1-7-13(3)22(26)29-20-18-16(11-9-15-10-12-17(25)28-19(15)18)31-24(5,6)21(20)30-23(27)14(4)8-2/h7-12,20-21H,1-6H3/t20-,21-/m0/s1
InChIKey PNTWXEIQXBRCPS-SFTDATJTSA-N
External Database Links HERB2.0: HBIN040647  
Structural Information
nHA(Number of hydrogen bond acceptors) 7
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 6
nRing(Number of rings) 3
MaxRing(Number of atoms in the biggest ring) 14
nHet(Number of heteroatoms) 7

Stability
nRig(Number of rigid bonds) 21
Flexibility 0.286
Stereo Centers(Number of stereocenters) 2

Solubility
TPSA(Topological polar surface area) 92.04
logS(The logarithm of aqueous solubility value) -3.712
logP(The logarithm of the n-octanol/water distribution coefficient) 3.954
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.554

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.407
Synthetic accessibility score 3.932
Natural Product-likeness score 2.138
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.737
MDCK Permeability 3.41E-05
Pgp-substrate 0.001
HIA(human intestinal absorption) 0.012
F20%(20% Oral Bioavailability) 0.66
F30%(30% Oral Bioavailability) 0.991

Distribution
PPB(Plasma protein binding) 81.09%
VD(Volume Distribution) 2.08
BBB Penetration(Blood brain barrier penetration) 0.01
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 7.33%

Metabolism
CYP1A2 inhibitor 0.306
CYP1A2 substrate 0.91
CYP2C19 inhibitor 0.929
CYP2C19 substrate 0.263
CYP2C9 inhibitor 0.913
CYP2C9 substrate 0.148
CYP2D6 inhibitor 0.898
CYP2D6 substrate 0.153
CYP3A4 inhibitor 0.944
CYP3A4 substrate 0.484

Excretion
CL(The clearance of a drug) 9.402
T1/2 0.512

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.332

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.363
IGC50 4.273
LC50FM 6.361
LC50DM 6.323

Reproductive Effects
NR-AR(Androgen receptor) 0.05
NR-AR-LBD(Androgen receptor) 0.032
NR-Aromatase 0.84
NR-ER(Estrogen receptor) 0.148
NR-ER-LBD(Estrogen receptor) 0.651

Allergy
Skin Sensitization Rule 2
Skin Sensitization 0.259

Acute Toxicity
Acute Toxicity Rule 3
Rat Oral Acute Toxicity 0.084

Organ Toxicity
hERG Blockers 0.017
H-HT(The human hepatotoxicity) 0.978
DILI(Drug-induced liver injury) 0.93

Primary Irritation
Eye Corrosion 0.005
Eye Irritation 0.03
Respiratory Toxicity 0.543

Mutagenic Effects
AMES Toxicity 0.461

Tumorigenic Effects
Carcinogencity 0.536
SR-ARE(Antioxidant Response Element) 0.359
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.039
SR-p53 0.935

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