Methyl 20(21)-Dehydrolucidenate A
IUPAC name: methyl 4-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pent-4-enoate
CAS Number: 852936-70-0
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
COC(=O)CCC(=C)[C@H]1CC(=O)[C@@]2([C@]1(C)CC(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C
Physicochemical Properties
| Formula |
C28H38O6 |
| Molecular wieght(g/mol) |
470.60 |
| Num. of Heavy atoms |
34 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.71 |
| Num. of Rotatable bonds |
5 |
| Num. of H-bond acceptors |
6 |
| Num. of H-bonds donors |
1 |
| Molar Refractivity |
129.31 |
| TPSA (square Angstrom) |
97.74 |
Lipophilicity
| iLOGP |
3.20 |
| XLOGP3 |
2.42 |
| WLOGP |
4.14 |
| MLOGP |
2.58 |
| Silicos-IT LOGP |
5.51 |
| Consensus LOGP |
3.57 |
Water Solubility
| ESOL |
|
| LogS |
-3.95 |
Solubility(mg/ml) |
5.25E-02 |
Solubility(mol/l) |
1.12E-04 |
Class |
Soluble |
| Ali |
|
| LogS |
-4.11 |
Solubility(mg/ml) |
3.61E-02 |
Solubility(mol/l) |
7.67E-05 |
Class |
Moderately soluble |
| Silicos-IT |
|
| LogS |
-6.04 |
Solubility(mg/ml) |
4.27E-04 |
Solubility(mol/l) |
9.08E-07 |
Class |
Poorly 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) |
-7.45 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
1 |
| Veber Num. violations |
0 |
| Egan Num. violations |
0 |
| Muegge Num. violations |
0 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
1 |
| Leadlikeness Num. of violations |
1 |
| Synthetic Accessibility |
5.85 |
Biological Activity
| Biological Activity |
JID |
| Anticancer |
9 |
