5alpha,8alpha-epidioxy-24(R)-methylcholesta-6,22-dien-3beta-D-glucopyranoside
IUPAC name: (24R)-3beta-(beta-D-Glucopyranosyloxy)-5,8alpha-epidioxy-24-methyl-5alpha-cholesta-6,22-diene
CAS Number: 140447-22-9
Class: Terpenoid
Mushrooms contain this compound
1 mushrooms
| MushID |
Thai name |
Common name |
Scientific name |
Family |
| 2 |
ถั่งเช่าทิเบต |
caterpillar fungus |
Cordyceps sinensis (Berk.) Sacc. |
Ophiocordycipitaceae |
2D Structure
Compound Properties
SMILES
OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@@]4(C2)OO[C@@]2([C@@H]3CC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C=C4)C)[C@@H]([C@H]([C@@H]1O)O)O
Physicochemical Properties
| Formula |
C34H54O8 |
| Molecular wieght(g/mol) |
590.79 |
| Num. of Heavy atoms |
42 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.88 |
| Num. of Rotatable bonds |
7 |
| Num. of H-bond acceptors |
8 |
| Num. of H-bonds donors |
4 |
| Molar Refractivity |
160.46 |
| TPSA (square Angstrom) |
117.84 |
Lipophilicity
| iLOGP |
4.46 |
| XLOGP3 |
5.12 |
| WLOGP |
4.30 |
| MLOGP |
2.89 |
| Silicos-IT LOGP |
3.59 |
| Consensus LOGP |
4.07 |
Water Solubility
| ESOL |
|
| LogS |
-6.27 |
Solubility(mg/ml) |
3.20E-04 |
Solubility(mol/l) |
5.41E-07 |
Class |
Poorly soluble |
| Ali |
|
| LogS |
-7.34 |
Solubility(mg/ml) |
2.71E-05 |
Solubility(mol/l) |
4.58E-08 |
Class |
Poorly soluble |
| Silicos-IT |
|
| LogS |
-2.72 |
Solubility(mg/ml) |
1.12E+00 |
Solubility(mol/l) |
1.89E-03 |
Class |
Soluble |
Pharmacokinetics
| GI absorbtion |
High |
| BBB permeant |
No |
| Pgp substrate |
Yes |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
No |
| CYP2C9 inhibitor |
No |
| CYP2D6 inhibitor |
No |
| CYP3A4 inhibitor |
No |
| Log Kp (skin permeation) (cm/s) |
-6.27 |
Druglikeness
| Lipinski Num. violations |
1 |
| Ghose Num. violations |
3 |
| Veber Num. violations |
0 |
| Egan Num. violations |
0 |
| Muegge Num. violations |
1 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
2 |
| Leadlikeness Num. of violations |
2 |
| Synthetic Accessibility |
8.78 |
Biological Activity
| Biological Activity |
JID |
| Anticancer |
12 |
