Ingredient Details :Rubrosterone


TCMI-ID: TCMI15059


Physicochemical Property
Ingredient Name Rubrosterone
Pubchem CID 12315102
Iupac name (2S,3R,5R,9R,10R,13S,14R)-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-6,17-dione
Molecular Formula C19H26O5
Molecular Weight 334.4
Isomeric smiles C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CCC2=O)O
InChI InChI=1S/C19H26O5/c1-17-9-15(22)14(21)8-12(17)13(20)7-11-10(17)3-5-18(2)16(23)4-6-19(11,18)24/h7,10,12,14-15,21-22,24H,3-6,8-9H2,1-2H3/t10-,12-,14+,15-,17+,18+,19+/m0/s1
InChIKey OMQCWEJQYPUGJG-DTDIXVHCSA-N
External Database Links HERB2.0: HBIN042604   SymMap: SMIT09284   TCMSP: 7940   ChEMBL: CHEMBL2087163  
Structural Information
nHA(Number of hydrogen bond acceptors) 5
nHD(Number of hydrogen bond donors) 3
nRot(Number of rotatable bonds) 0
nRing(Number of rings) 4
MaxRing(Number of atoms in the biggest ring) 17
nHet(Number of heteroatoms) 5

Stability
nRig(Number of rigid bonds) 22
Flexibility 0
Stereo Centers(Number of stereocenters) 7

Solubility
TPSA(Topological polar surface area) 94.83
logS(The logarithm of aqueous solubility value) -3.05
logP(The logarithm of the n-octanol/water distribution coefficient) 0.856
logD7.4(The logarithm of the n-octanol/water distribution coefficients at pH=7.4) 0.736

Pharmacokinetic Property
Quantitative Estimate of Drug-likeness 0.618
Synthetic accessibility score 4.708
Natural Product-likeness score 3.737
Lipinski Rule Accepted
GSK Rule Accepted
Golden Triangle Accepted

Absorption
Caco-2 Permeability -4.89
MDCK Permeability 2.02E-05
Pgp-substrate 0.98
HIA(human intestinal absorption) 0.023
F20%(20% Oral Bioavailability) 0.435
F30%(30% Oral Bioavailability) 0.774

Distribution
PPB(Plasma protein binding) 77.17%
VD(Volume Distribution) 0.404
BBB Penetration(Blood brain barrier penetration) 0.709
B3 Penetration(Blood brain barrier penetration) Non-Permeable
Fu(The fraction unbound in plasms) 18.01%

Metabolism
CYP1A2 inhibitor 0.005
CYP1A2 substrate 0.932
CYP2C19 inhibitor 0.015
CYP2C19 substrate 0.718
CYP2C9 inhibitor 0.014
CYP2C9 substrate 0.106
CYP2D6 inhibitor 0.001
CYP2D6 substrate 0.058
CYP3A4 inhibitor 0.093
CYP3A4 substrate 0.867

Excretion
CL(The clearance of a drug) 2.861
T1/2 0.645

Toxicology
NonBiodegradable Rule 1
Pfizer Rule Accepted
SR-MMP 0.239

Toxic Dose
FDAMDD(FDA Maximum (Recommended) Daily Dose) 0.945
IGC50 3.102
LC50FM 5.105
LC50DM 4.564

Reproductive Effects
NR-AR(Androgen receptor) 0.984
NR-AR-LBD(Androgen receptor) 0.949
NR-Aromatase 0.901
NR-ER(Estrogen receptor) 0.226
NR-ER-LBD(Estrogen receptor) 0.008

Allergy
Skin Sensitization Rule 4
Skin Sensitization 0.197

Acute Toxicity
Acute Toxicity Rule 4
Rat Oral Acute Toxicity 0.86

Organ Toxicity
hERG Blockers 0.024
H-HT(The human hepatotoxicity) 0.203
DILI(Drug-induced liver injury) 0.043

Primary Irritation
Eye Corrosion 0.008
Eye Irritation 0.122
Respiratory Toxicity 0.866

Mutagenic Effects
AMES Toxicity 0.253

Tumorigenic Effects
Carcinogencity 0.55
SR-ARE(Antioxidant Response Element) 0.033
SR-ATAD5(ATPase family AAA domain-containing protein 5) 0.225
SR-p53 0.077

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