Erinacerin A
IUPAC name: 5-methoxy-2-methyl-2-(4-methyl-2-oxopent-3-enyl)-8-(2-phenylethyl)-4,9-dihydro-3-pyrano[2,3-e]isoindol-7-one
CAS Number: 870193-54-7
Class: Indolone
Mushrooms contain this compound
1 mushrooms
| MushID |
Thai name |
Common name |
Scientific name |
Family |
| 4 |
เห็ดหัวลิง |
Lion's Mane |
Hericium erinaceus
|
Hericiaceae |
2D Structure
Compound Properties
SMILES
COc1cc2C(=O)N(Cc2c2c1CC[C@@](O2)(C)CC(=O)C=C(C)C)CCc1ccccc1
Physicochemical Properties
| Formula |
C27H31NO4 |
| Molecular wieght(g/mol) |
433.54 |
| Num. of Heavy atoms |
32 |
| Num. of Aromatic Heavy atoms |
12 |
| Fraction Csp3 |
0.41 |
| Num. of Rotatable bonds |
7 |
| Num. of H-bond acceptors |
4 |
| Num. of H-bonds donors |
0 |
| Molar Refractivity |
129.65 |
| TPSA (square Angstrom) |
55.84 |
Lipophilicity
| iLOGP |
4.08 |
| XLOGP3 |
4.60 |
| WLOGP |
4.37 |
| MLOGP |
3.36 |
| Silicos-IT LOGP |
6.13 |
| Consensus LOGP |
4.51 |
Water Solubility
| ESOL |
|
| LogS |
-5.24 |
Solubility(mg/ml) |
2.49E-03 |
Solubility(mol/l) |
5.74E-06 |
Class |
Moderately soluble |
| Ali |
|
| LogS |
-5.50 |
Solubility(mg/ml) |
1.38E-03 |
Solubility(mol/l) |
3.18E-06 |
Class |
Moderately soluble |
| Silicos-IT |
|
| LogS |
-7.68 |
Solubility(mg/ml) |
9.00E-06 |
Solubility(mol/l) |
2.07E-08 |
Class |
Poorly soluble |
Pharmacokinetics
| GI absorbtion |
High |
| BBB permeant |
Yes |
| Pgp substrate |
Yes |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
Yes |
| CYP2C9 inhibitor |
Yes |
| CYP2D6 inhibitor |
Yes |
| CYP3A4 inhibitor |
Yes |
| Log Kp (skin permeation) (cm/s) |
-5.68 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
0 |
| 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 |
2 |
| Synthetic Accessibility |
4.14 |
