ergosteryl-3-
O-beta-D-glucopyranoside
IUPAC name: (2R,3R,4S,5S,6R)-2-[[(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Number: 130155-33-8
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(=CC=C4[C@@H]3CC[C@]3([C@H]4CC[C@@H]3[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O
Physicochemical Properties
| Formula |
C34H54O6 |
| Molecular wieght(g/mol) |
558.79 |
| Num. of Heavy atoms |
40 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.82 |
| Num. of Rotatable bonds |
7 |
| Num. of H-bond acceptors |
6 |
| Num. of H-bonds donors |
4 |
| Molar Refractivity |
159.86 |
| TPSA (square Angstrom) |
99.38 |
Lipophilicity
| iLOGP |
5.32 |
| XLOGP3 |
5.84 |
| WLOGP |
5.16 |
| MLOGP |
3.57 |
| Silicos-IT LOGP |
4.41 |
| Consensus LOGP |
4.86 |
Water Solubility
| ESOL |
|
| LogS |
-6.52 |
Solubility(mg/ml) |
1.68E-04 |
Solubility(mol/l) |
3.01E-07 |
Class |
Poorly soluble |
| Ali |
|
| LogS |
-7.70 |
Solubility(mg/ml) |
1.12E-05 |
Solubility(mol/l) |
2.00E-08 |
Class |
Poorly soluble |
| Silicos-IT |
|
| LogS |
-3.28 |
Solubility(mg/ml) |
2.91E-01 |
Solubility(mol/l) |
5.20E-04 |
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) |
-5.56 |
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 |
1 |
| Leadlikeness Num. of violations |
2 |
| Synthetic Accessibility |
7.94 |
Biological Activity
| Biological Activity |
JID |
| Anticancer |
12 |
