Ingredient Details :(E,6R)-6-[(3S,10S,13R,14R,17R)-3-Hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enal


TCMI-ID: TCMI21758


Physicochemical Property
Ingredient Name (E,6R)-6-[(3S,10S,13R,14R,17R)-3-Hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enal
Pubchem CID 102004904
Iupac name (E,6R)-6-[(3S,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enal
Molecular Formula C30H46O2
Molecular Weight 438.7
Isomeric smiles C[C@H](CC/C=C(\C)/C=O)[C@H]1CC[C@@]2([C@@]1(CC=C3C2=CCC4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
InChI InChI=1S/C30H46O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,11,14,19,21-22,25-26,32H,8,10,12-13,15-18H2,1-7H3/b20-9+/t21-,22-,25?,26+,28-,29-,30+/m1/s1
InChIKey RMOSHOXMAZYZOK-SAXMSOSVSA-N
External Database Links HERB2.0: HBIN033629  
Structural Information
nHA(Number of hydrogen bond acceptors) 2
nHD(Number of hydrogen bond donors) 1
nRot(Number of rotatable bonds) 5
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 17
nHet(Number of heteroatoms) 2

Stability
nRig(Number of rigid bonds) 22
Flexibility 0.227
Stereo Centers(Number of stereocenters) 7

Solubility
TPSA(Topological polar surface area) 37.3
logS(The logarithm of aqueous solubility value) -5.915
logP(The logarithm of the n-octanol/water distribution coefficient) 6.39
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 5.247

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.358
Synthetic accessibility score 4.91
Natural Product-likeness score 3.578
Lipinski Rule Accepted
GSK Rule Rejected
Golden Triangle Rejected

Absorption
Caco-2 Permeability -4.876
MDCK Permeability 2.24E-05
Pgp-substrate 0
HIA(human intestinal absorption) 0.007
F20%(20% Oral Bioavailability) 0.109
F30%(30% Oral Bioavailability) 0.402

Distribution
PPB(Plasma protein binding) 97.67%
VD(Volume Distribution) 1.773
BBB Penetration(Blood brain barrier penetration) 0.075
B3 Penetration(Blood brain barrier penetration) Permeable
Fu(The fraction unbound in plasms) 1.67%

Metabolism
CYP1A2 inhibitor 0.043
CYP1A2 substrate 0.467
CYP2C19 inhibitor 0.322
CYP2C19 substrate 0.956
CYP2C9 inhibitor 0.489
CYP2C9 substrate 0.728
CYP2D6 inhibitor 0.218
CYP2D6 substrate 0.854
CYP3A4 inhibitor 0.856
CYP3A4 substrate 0.784

Excretion
CL(The clearance of a drug) 4.667
T1/2 0.063

Toxicology
NonBiodegradable Rule 0
Pfizer Rule Rejected
SR-MMP 0.875

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.907
IGC50 5.005
LC50FM 5.998
LC50DM 6.33

Reproductive Effects
NR-AR(Androgen receptor) 0.025
NR-AR-LBD(Androgen receptor) 0.747
NR-Aromatase 0.574
NR-ER(Estrogen receptor) 0.139
NR-ER-LBD(Estrogen receptor) 0.479

Allergy
Skin Sensitization Rule 2
Skin Sensitization 0.973

Acute Toxicity
Acute Toxicity Rule 2
Rat Oral Acute Toxicity 0.104

Organ Toxicity
hERG Blockers 0.534
H-HT(The human hepatotoxicity) 0.562
DILI(Drug-induced liver injury) 0.007

Primary Irritation
Eye Corrosion 0.867
Eye Irritation 0.23
Respiratory Toxicity 0.973

Mutagenic Effects
AMES Toxicity 0.008

Tumorigenic Effects
Carcinogencity 0.358
SR-ARE(Antioxidant Response Element) 0.508
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.11
SR-p53 0.466

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