Ingredient Details :2-{[4,5-dihydroxy-2-({16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2Z)-6-methylhepta-2,5-dien-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl}oxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol


TCMI-ID: TCMI19468


Physicochemical Property
Ingredient Name 2-{[4,5-dihydroxy-2-({16-hydroxy-2,6,6,10,11-pentamethyl-14-[(2Z)-6-methylhepta-2,5-dien-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl}oxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Pubchem CID 59806994
Iupac name 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2Z)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula C42H70O12
Molecular Weight 767
Isomeric smiles CC(=CC/C=C(/C)\C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)C
InChI InChI=1S/C42H70O12/c1-21(2)10-9-11-22(3)23-12-16-42(8)30(23)24(45)18-28-40(6)15-14-29(39(4,5)27(40)13-17-41(28,42)7)53-38-36(34(49)32(47)26(20-44)52-38)54-37-35(50)33(48)31(46)25(19-43)51-37/h10-11,23-38,43-50H,9,12-20H2,1-8H3/b22-11-
InChIKey NJUXRKMKOFXMRX-JJFYIABZSA-N
External Database Links SymMap: SMIT20727  
Structural Information
nHA(Number of hydrogen bond acceptors) 12
nHD(Number of hydrogen bond donors) 8
nRot(Number of rotatable bonds) 9
nRing(Number of rings) 6
MaxRing(Number of atoms in the biggest ring) 17
nHet(Number of heteroatoms) 12

Stability
nRig(Number of rigid bonds) 34
Flexibility 0.265
Stereo Centers(Number of stereocenters) 19

Solubility
TPSA(Topological polar surface area) 198.76
logS(The logarithm of aqueous solubility value) -3.523
logP(The logarithm of the n-octanol/water distribution coefficient) 3.356
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 3.747

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.126
Synthetic accessibility score 5.832
Natural Product-likeness score 2.613
Lipinski Rule Rejected
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -5.307
MDCK Permeability 7.90E-05
Pgp-substrate 0.014
HIA(human intestinal absorption) 0.966
F20%(20% Oral Bioavailability) 0.414
F30%(30% Oral Bioavailability) 0.968

Distribution
PPB(Plasma protein binding) 97.29%
VD(Volume Distribution) 0.759
BBB Penetration(Blood brain barrier penetration) 0.052
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 4.76%

Metabolism
CYP1A2 inhibitor 0
CYP1A2 substrate 0.091
CYP2C19 inhibitor 0.001
CYP2C19 substrate 0.472
CYP2C9 inhibitor 0.001
CYP2C9 substrate 0.099
CYP2D6 inhibitor 0
CYP2D6 substrate 0.132
CYP3A4 inhibitor 0.02
CYP3A4 substrate 0.073

Excretion
CL(The clearance of a drug) 0.752
T1/2 0.045

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.89

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.227
IGC50 5.214
LC50FM 7.024
LC50DM 6.302

Reproductive Effects
NR-AR(Androgen receptor) 0.001
NR-AR-LBD(Androgen receptor) 0.01
NR-Aromatase 0.638
NR-ER(Estrogen receptor) 0.235
NR-ER-LBD(Estrogen receptor) 0.53

Allergy
Skin Sensitization Rule 1
Skin Sensitization 0.015

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.251

Organ Toxicity
hERG Blockers 0.014
H-HT(The human hepatotoxicity) 0.277
DILI(Drug-induced liver injury) 0.009

Primary Irritation
Eye Corrosion 0.003
Eye Irritation 0.003
Respiratory Toxicity 0.933

Mutagenic Effects
AMES Toxicity 0.08

Tumorigenic Effects
Carcinogencity 0.012
SR-ARE(Antioxidant Response Element) 0.134
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.027
SR-p53 0.217

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