Ganoderic acid GS-3
IUPAC name: (E,6R)-6-[(3S,5R,7S,10S,12S,13R,14R,17R)-12-acetyloxy-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
CAS Number: 1206781-66-9
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(=O)C2=C([C@]3([C@@]1(C)[C@H](CC3=O)[C@@H](CC/C=C(/C(=O)O)\C)C)C)[C@@H](O)C[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)O
Physicochemical Properties
| Formula |
C32H46O8 |
| Molecular wieght(g/mol) |
558.70 |
| Num. of Heavy atoms |
40 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.75 |
| Num. of Rotatable bonds |
7 |
| Num. of H-bond acceptors |
8 |
| Num. of H-bonds donors |
3 |
| Molar Refractivity |
151.27 |
| TPSA (square Angstrom) |
138.20 |
Lipophilicity
| iLOGP |
3.40 |
| XLOGP3 |
3.77 |
| WLOGP |
4.41 |
| MLOGP |
2.58 |
| Silicos-IT LOGP |
4.93 |
| Consensus LOGP |
3.82 |
Water Solubility
| ESOL |
|
| LogS |
-5.22 |
Solubility(mg/ml) |
3.39E-03 |
Solubility(mol/l) |
6.07E-06 |
Class |
Moderately soluble |
| Ali |
|
| LogS |
-6.37 |
Solubility(mg/ml) |
2.41E-04 |
Solubility(mol/l) |
4.31E-07 |
Class |
Poorly soluble |
| Silicos-IT |
|
| LogS |
-4.86 |
Solubility(mg/ml) |
7.78E-03 |
Solubility(mol/l) |
1.39E-05 |
Class |
Moderately 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 |
Yes |
| Log Kp (skin permeation) (cm/s) |
-7.03 |
Druglikeness
| Lipinski Num. violations |
1 |
| Ghose Num. violations |
3 |
| Veber Num. violations |
0 |
| Egan Num. violations |
1 |
| Muegge Num. violations |
0 |
| Bioavailability Score |
0.56 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
1 |
| Leadlikeness Num. of violations |
2 |
| Synthetic Accessibility |
6.66 |
Biological Activity
| Biological Activity |
JID |
| Anticancer |
9 |
