15-OAc Ganolucidic acid E
IUPAC name: (E,6R)-6-[(5R,10S,13R,14R,15S,17R)-15-acetoxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-2-enoic acid
CAS Number: 1309931-94-9
Class: Terpenoid
Mushrooms contain this compound
1 mushrooms
| MushID |
Thai name |
Common name |
Scientific name |
Family |
| 1 |
เห็ดหลินจือ |
Lingzhi |
Ganoderma lucidum ( Curtis ) P. Karst. |
Ganodermataceae |
2D Structure
Compound Properties
SMILES
CC(=O)O[C@H]1C[C@@H]([C@@]2([C@]1(C)C1=C(C(=O)C2)[C@@]2([C@@H](CC1)C(C)(C)C(=O)CC2)C)C)[C@@H](CC/C=C(/C(=O)O)\C)C
Physicochemical Properties
| Formula |
C32H46O6 |
| Molecular wieght(g/mol) |
526.70 |
| Num. of Heavy atoms |
38 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.75 |
| Num. of Rotatable bonds |
7 |
| Num. of H-bond acceptors |
6 |
| Num. of H-bonds donors |
1 |
| Molar Refractivity |
148.95 |
| TPSA (square Angstrom) |
97.74 |
Lipophilicity
| iLOGP |
3.69 |
| XLOGP3 |
5.60 |
| WLOGP |
6.47 |
| MLOGP |
4.16 |
| Silicos-IT LOGP |
6.69 |
| Consensus LOGP |
5.32 |
Water Solubility
| ESOL |
|
| LogS |
-6.17 |
Solubility(mg/ml) |
3.55E-04 |
Solubility(mol/l) |
6.74E-07 |
Class |
Poorly soluble |
| Ali |
|
| LogS |
-7.41 |
Solubility(mg/ml) |
2.03E-05 |
Solubility(mol/l) |
3.85E-08 |
Class |
Poorly soluble |
| Silicos-IT |
|
| LogS |
-6.50 |
Solubility(mg/ml) |
1.65E-04 |
Solubility(mol/l) |
3.13E-07 |
Class |
Poorly soluble |
Pharmacokinetics
| GI absorbtion |
Low |
| 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) |
-5.54 |
Druglikeness
| Lipinski Num. violations |
2 |
| Ghose Num. violations |
4 |
| Veber Num. violations |
0 |
| Egan Num. violations |
1 |
| Muegge Num. violations |
1 |
| Bioavailability Score |
0.56 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
1 |
| Leadlikeness Num. of violations |
2 |
| Synthetic Accessibility |
6.23 |
Biological Activity
| Biological Activity |
JID |
| Anticancer |
9 |
