Ingredient Details :Kansuiphorin C


TCMI-ID: TCMI13101


Physicochemical Property
Ingredient Name Kansuiphorin C
Pubchem CID 10435206
Iupac name [(1S,4S,5R,6R,9S,10R,12R,14R)-4-acetyloxy-5-hydroxy-3,7,11,11,14-pentamethyl-15-oxo-6-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] benzoate
Molecular Formula C29H34O6
Molecular Weight 478.6
Isomeric smiles C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@@H]3C=C([C@H]([C@]4([C@@]1(C3=O)C=C([C@@H]4OC(=O)C)C)O)OC(=O)C5=CC=CC=C5)C
InChI InChI=1S/C29H34O6/c1-15-12-20-22-21(27(22,5)6)13-17(3)28(23(20)31)14-16(2)25(34-18(4)30)29(28,33)24(15)35-26(32)19-10-8-7-9-11-19/h7-12,14,17,20-22,24-25,33H,13H2,1-6H3/t17-,20+,21-,22+,24-,25+,28+,29+/m1/s1
InChIKey IDDLQFSLFADOOA-IMNYCCSCSA-N
External Database Links ChEMBL: CHEMBL4278615  
Structural Information
nHA(Number of hydrogen bond acceptors) 6
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 5
nRing(Number of rings) 5
MaxRing(Number of atoms in the biggest ring) 14
nHet(Number of heteroatoms) 6

Stability
nRig(Number of rigid bonds) 27
Flexibility 0.185
Stereo Centers(Number of stereocenters) 8

Solubility
TPSA(Topological polar surface area) 89.9
logS(The logarithm of aqueous solubility value) -4.779
logP(The logarithm of the n-octanol/water distribution coefficient) 5.198
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 4.518

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.515
Synthetic accessibility score 5.859
Natural Product-likeness score 2.402
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Accepted

Absorption
Caco-2 Permeability -5.096
MDCK Permeability 2.42E-05
Pgp-substrate 0.761
HIA(human intestinal absorption) 0.011
F20%(20% Oral Bioavailability) 0.774
F30%(30% Oral Bioavailability) 0.557

Distribution
PPB(Plasma protein binding) 87.50%
VD(Volume Distribution) 2.556
BBB Penetration(Blood brain barrier penetration) 0.01
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 6.37%

Metabolism
CYP1A2 inhibitor 0.182
CYP1A2 substrate 0.093
CYP2C19 inhibitor 0.457
CYP2C19 substrate 0.285
CYP2C9 inhibitor 0.884
CYP2C9 substrate 0.063
CYP2D6 inhibitor 0.035
CYP2D6 substrate 0.058
CYP3A4 inhibitor 0.764
CYP3A4 substrate 0.497

Excretion
CL(The clearance of a drug) 7.671
T1/2 0.235

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.956

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.505
IGC50 4.962
LC50FM 8.441
LC50DM 8.449

Reproductive Effects
NR-AR(Androgen receptor) 0.486
NR-AR-LBD(Androgen receptor) 0.236
NR-Aromatase 0.877
NR-ER(Estrogen receptor) 0.2
NR-ER-LBD(Estrogen receptor) 0.014

Allergy
Skin Sensitization Rule 3
Skin Sensitization 0.4

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.88

Organ Toxicity
hERG Blockers 0.06
H-HT(The human hepatotoxicity) 0.983
DILI(Drug-induced liver injury) 0.957

Primary Irritation
Eye Corrosion 0.28
Eye Irritation 0.287
Respiratory Toxicity 0.984

Mutagenic Effects
AMES Toxicity 0.088

Tumorigenic Effects
Carcinogencity 0.025
SR-ARE(Antioxidant Response Element) 0.033
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.847
SR-p53 0.919

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