Ingredient Details :[(1R,2S,6R,9R,10R,11R,12S,14R,15R)-14-acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate


TCMI-ID: TCMI22541


Physicochemical Property
Ingredient Name [(1R,2S,6R,9R,10R,11R,12S,14R,15R)-14-acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate
Pubchem CID 131676058
Iupac name [(1R,2S,6R,9R,10R,11R,12S,14R,15R)-14-acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate
Molecular Formula C34H44O9
Molecular Weight 596.7
Isomeric smiles C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3C2[C@]1([C@H]([C@]4([C@@H]3OC5C4=C([C@@H](C5)C6=COC=C6)C)C)CC(=O)OC)C)C)OC(=O)C
InChI InChI=1S/C34H44O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h9-11,15,21-25,28-30H,12-14,16H2,1-8H3/b17-9+/t21-,22?,23-,24-,25+,28-,29?,30-,32-,33+,34-/m1/s1
InChIKey CJHBVBNPNXOWBA-KTLKVUSGSA-N
External Database Links HERB2.0: HBIN042837  
Structural Information
nHA(Number of hydrogen bond acceptors) 9
nHD(Number of hydrogen bond donors) 0
nRot(Number of rotatable bonds) 9
nRing(Number of rings) 6
MaxRing(Number of atoms in the biggest ring) 17
nHet(Number of heteroatoms) 9

Stability
nRig(Number of rigid bonds) 31
Flexibility 0.29
Stereo Centers(Number of stereocenters) 11

Solubility
TPSA(Topological polar surface area) 110.5
logS(The logarithm of aqueous solubility value) -5.39
logP(The logarithm of the n-octanol/water distribution coefficient) 3.921
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.564

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.187
Synthetic accessibility score 5.565
Natural Product-likeness score 3.278
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -5.029
MDCK Permeability 4.78E-05
Pgp-substrate 0.981
HIA(human intestinal absorption) 0.008
F20%(20% Oral Bioavailability) 0.039
F30%(30% Oral Bioavailability) 0.689

Distribution
PPB(Plasma protein binding) 95.96%
VD(Volume Distribution) 2.831
BBB Penetration(Blood brain barrier penetration) 0.125
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 7.74%

Metabolism
CYP1A2 inhibitor 0.02
CYP1A2 substrate 0.115
CYP2C19 inhibitor 0.307
CYP2C19 substrate 0.409
CYP2C9 inhibitor 0.701
CYP2C9 substrate 0.022
CYP2D6 inhibitor 0.049
CYP2D6 substrate 0.103
CYP3A4 inhibitor 0.855
CYP3A4 substrate 0.768

Excretion
CL(The clearance of a drug) 8.516
T1/2 0.311

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.773

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.977
IGC50 5.327
LC50FM 8.32
LC50DM 7.493

Reproductive Effects
NR-AR(Androgen receptor) 0.405
NR-AR-LBD(Androgen receptor) 0.287
NR-Aromatase 0.711
NR-ER(Estrogen receptor) 0.313
NR-ER-LBD(Estrogen receptor) 0.21

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.058

Acute Toxicity
Acute Toxicity Rule 4
Rat Oral Acute Toxicity 0.921

Organ Toxicity
hERG Blockers 0.15
H-HT(The human hepatotoxicity) 0.736
DILI(Drug-induced liver injury) 0.859

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.029
Respiratory Toxicity 0.946

Mutagenic Effects
AMES Toxicity 0.014

Tumorigenic Effects
Carcinogencity 0.032
SR-ARE(Antioxidant Response Element) 0.62
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.821
SR-p53 0.974

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