Ingredient Details :2-[4,5-Dihydroxy-6-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol


TCMI-ID: TCMI15967


Physicochemical Property
Ingredient Name 2-[4,5-Dihydroxy-6-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Pubchem CID 14580733
Iupac name 2-[4,5-dihydroxy-6-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-2-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Molecular Formula C48H78O18
Molecular Weight 943.1
Isomeric smiles CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3(C)CO)CCC5(C4C=CC67C5(CC(C8(C6CC(CC8)(C)C)CO7)O)C)C)C)COC9C(C(C(C(O9)CO)O)O)O)O)O)O
InChI InChI=1S/C48H78O18/c1-22-30(52)32(54)36(58)40(62-22)66-38-24(19-60-39-35(57)33(55)31(53)23(18-49)63-39)64-41(37(59)34(38)56)65-29-10-11-43(4)25(44(29,5)20-50)8-12-45(6)26(43)9-13-48-27-16-42(2,3)14-15-47(27,21-61-48)28(51)17-46(45,48)7/h9,13,22-41,49-59H,8,10-12,14-21H2,1-7H3
InChIKey ZDKCXSMMRXSSDE-UHFFFAOYSA-N
External Database Links TCMSID: 4532  
Structural Information
nHA(Number of hydrogen bond acceptors) 18
nHD(Number of hydrogen bond donors) 11
nRot(Number of rotatable bonds) 9
nRing(Number of rings) 9
MaxRing(Number of atoms in the biggest ring) 19
nHet(Number of heteroatoms) 18

Stability
nRig(Number of rigid bonds) 47
Flexibility 0.191
Stereo Centers(Number of stereocenters) 26

Solubility
TPSA(Topological polar surface area) 287.14
logS(The logarithm of aqueous solubility value) -2.331
logP(The logarithm of the n-octanol/water distribution coefficient) 0.308
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 1.464

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.104
Synthetic accessibility score 7.698
Natural Product-likeness score 2.694
Lipinski Rule Rejected
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -5.704
MDCK Permeability 0.0001146
Pgp-substrate 0.02
HIA(human intestinal absorption) 0.994
F20%(20% Oral Bioavailability) 0.994
F30%(30% Oral Bioavailability) 0.994

Distribution
PPB(Plasma protein binding) 49.47%
VD(Volume Distribution) -0.011
BBB Penetration(Blood brain barrier penetration) 0.075
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 21.62%

Metabolism
CYP1A2 inhibitor 0
CYP1A2 substrate 0.326
CYP2C19 inhibitor 0
CYP2C19 substrate 0.411
CYP2C9 inhibitor 0
CYP2C9 substrate 0.033
CYP2D6 inhibitor 0
CYP2D6 substrate 0.102
CYP3A4 inhibitor 0.041
CYP3A4 substrate 0.017

Excretion
CL(The clearance of a drug) 0.509
T1/2 0.029

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.955

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.384
IGC50 4.936
LC50FM 6.056
LC50DM 5.934

Reproductive Effects
NR-AR(Androgen receptor) 0
NR-AR-LBD(Androgen receptor) 0.06
NR-Aromatase 0.875
NR-ER(Estrogen receptor) 0.126
NR-ER-LBD(Estrogen receptor) 0.399

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.001

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.367

Organ Toxicity
hERG Blockers 0.013
H-HT(The human hepatotoxicity) 0.165
DILI(Drug-induced liver injury) 0.004

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.001
Respiratory Toxicity 0.87

Mutagenic Effects
AMES Toxicity 0.094

Tumorigenic Effects
Carcinogencity 0.024
SR-ARE(Antioxidant Response Element) 0.389
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.51
SR-p53 0.69

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