Ingredient Details :(1S-trans)-5-Hydroxy-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol


TCMI-ID: TCMI07580


Physicochemical Property
Ingredient Name (1S-trans)-5-Hydroxy-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol
Pubchem CID 854499
Iupac name (1R,5S)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol
Molecular Formula C10H18O2
Molecular Weight 170.25
Isomeric smiles CC1=CC[C@@H](C[C@H]1O)C(C)(C)O
InChI InChI=1S/C10H18O2/c1-7-4-5-8(6-9(7)11)10(2,3)12/h4,8-9,11-12H,5-6H2,1-3H3/t8-,9+/m0/s1
InChIKey OMDMTHRBGUBUCO-DTWKUNHWSA-N
External Database Links HERB2.0: HBIN046839   ChEMBL: CHEMBL400537  
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 2
nRot(Number of rotatable bonds) 1
nRing(Number of rings) 1
MaxRing(Number of atoms in the biggest ring) 6
nHet(Number of heteroatoms) 2

Stability
nRig(Number of rigid bonds) 6
Flexibility 0.167
Stereo Centers(Number of stereocenters) 2

Solubility
TPSA(Topological polar surface area) 40.46
logS(The logarithm of aqueous solubility value) -0.95
logP(The logarithm of the n-octanol/water distribution coefficient) 1.609
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 1.18

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.585
Synthetic accessibility score 3.886
Natural Product-likeness score 2.805
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Rejected

Absorption
Caco-2 Permeability -4.462
MDCK Permeability 1.64E-05
Pgp-substrate 0.062
HIA(human intestinal absorption) 0.009
F20%(20% Oral Bioavailability) 0.909
F30%(30% Oral Bioavailability) 0.778

Distribution
PPB(Plasma protein binding) 51.80%
VD(Volume Distribution) 1.146
BBB Penetration(Blood brain barrier penetration) 0.581
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 50.21%

Metabolism
CYP1A2 inhibitor 0.039
CYP1A2 substrate 0.109
CYP2C19 inhibitor 0.018
CYP2C19 substrate 0.482
CYP2C9 inhibitor 0.012
CYP2C9 substrate 0.801
CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.28
CYP3A4 inhibitor 0.01
CYP3A4 substrate 0.207

Excretion
CL(The clearance of a drug) 8.568
T1/2 0.64

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Accepted
SR-MMP 0.036

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.959
IGC50 2.63
LC50FM 4.015
LC50DM 4.269

Reproductive Effects
NR-AR(Androgen receptor) 0.028
NR-AR-LBD(Androgen receptor) 0.003
NR-Aromatase 0.005
NR-ER(Estrogen receptor) 0.191
NR-ER-LBD(Estrogen receptor) 0.008

Allergy
Skin Sensitization Rule 0
Skin Sensitization 0.406

Acute Toxicity
Acute Toxicity Rule 1
Rat Oral Acute Toxicity 0.085

Organ Toxicity
hERG Blockers 0.021
H-HT(The human hepatotoxicity) 0.306
DILI(Drug-induced liver injury) 0.043

Primary Irritation
Eye Corrosion 0.768
Eye Irritation 0.988
Respiratory Toxicity 0.726

Mutagenic Effects
AMES Toxicity 0.012

Tumorigenic Effects
Carcinogencity 0.564
SR-ARE(Antioxidant Response Element) 0.024
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.005
SR-p53 0.004

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