Ingredient Details :(4aS,6aR,6aS,6bR,8aS,9R,12aR,14bR)-10-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid


TCMI-ID: TCMI23012


Physicochemical Property
Ingredient Name (4aS,6aR,6aS,6bR,8aS,9R,12aR,14bR)-10-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Pubchem CID 137795128
Iupac name (4aS,6aR,6aS,6bR,8aS,9R,12aR,14bR)-10-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Molecular Formula C41H66O12
Molecular Weight 751
Isomeric smiles CC1C(C(C(C(O1)OC2C(C(COC2OC3CC[C@]4([C@@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O
InChI InChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21?,23-,24?,25+,26-,27?,28?,29?,30?,31?,32?,33?,34?,37+,38+,39-,40-,41+/m1/s1
InChIKey KEOITPILCOILGM-IRDKCVQLSA-N
External Database Links HERB2.0: HBIN015537  
Structural Information
nHA(Number of hydrogen bond acceptors) 12
nHD(Number of hydrogen bond donors) 7
nRot(Number of rotatable bonds) 6
nRing(Number of rings) 7
MaxRing(Number of atoms in the biggest ring) 22
nHet(Number of heteroatoms) 12

Stability
nRig(Number of rigid bonds) 39
Flexibility 0.154
Stereo Centers(Number of stereocenters) 18

Solubility
TPSA(Topological polar surface area) 195.6
logS(The logarithm of aqueous solubility value) -3.136
logP(The logarithm of the n-octanol/water distribution coefficient) 3.475
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.552

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.155
Synthetic accessibility score 5.779
Natural Product-likeness score 2.989
Lipinski Rule Rejected
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -5.752
MDCK Permeability 2.01E-05
Pgp-substrate 0.002
HIA(human intestinal absorption) 0.875
F20%(20% Oral Bioavailability) 0.74
F30%(30% Oral Bioavailability) 0.966

Distribution
PPB(Plasma protein binding) 82.69%
VD(Volume Distribution) 0.423
BBB Penetration(Blood brain barrier penetration) 0.095
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 8.97%

Metabolism
CYP1A2 inhibitor 0
CYP1A2 substrate 0.322
CYP2C19 inhibitor 0.001
CYP2C19 substrate 0.626
CYP2C9 inhibitor 0.001
CYP2C9 substrate 0.058
CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.1
CYP3A4 inhibitor 0.092
CYP3A4 substrate 0.058

Excretion
CL(The clearance of a drug) 0.883
T1/2 0.118

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.91

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.239
IGC50 4.807
LC50FM 6.2
LC50DM 5.824

Reproductive Effects
NR-AR(Androgen receptor) 0.073
NR-AR-LBD(Androgen receptor) 0.641
NR-Aromatase 0.793
NR-ER(Estrogen receptor) 0.188
NR-ER-LBD(Estrogen receptor) 0.076

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.015

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.063

Organ Toxicity
hERG Blockers 0.016
H-HT(The human hepatotoxicity) 0.233
DILI(Drug-induced liver injury) 0.016

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.005
Respiratory Toxicity 0.608

Mutagenic Effects
AMES Toxicity 0.145

Tumorigenic Effects
Carcinogencity 0.094
SR-ARE(Antioxidant Response Element) 0.693
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.794
SR-p53 0.917

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