Hericenone B
IUPAC name: 5-[(2E)-3,7-Dimethyl-5-oxo-2,6-octadien-1-yl]-2,3-dihydro-4-hydroxy-6-methoxy-2-(2-phenylethyl)-1H-isoindol-1-one
CAS Number: 1416052-89-5
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(Cc2c(c1C/C=C(/CC(=O)C=C(C)C)\C)O)CCc1ccccc1
Physicochemical Properties
| Formula |
C27H31NO4 |
| Molecular wieght(g/mol) |
433.54 |
| Num. of Heavy atoms |
32 |
| Num. of Aromatic Heavy atoms |
12 |
| Fraction Csp3 |
0.33 |
| Num. of Rotatable bonds |
9 |
| Num. of H-bond acceptors |
4 |
| Num. of H-bonds donors |
1 |
| Molar Refractivity |
131.59 |
| TPSA (square Angstrom) |
66.84 |
Lipophilicity
| iLOGP |
4.28 |
| XLOGP3 |
5.15 |
| WLOGP |
4.48 |
| MLOGP |
3.29 |
| Silicos-IT LOGP |
6.09 |
| Consensus LOGP |
4.66 |
Water Solubility
| ESOL |
|
| LogS |
-5.46 |
Solubility(mg/ml) |
1.52E-03 |
Solubility(mol/l) |
3.50E-06 |
Class |
Moderately soluble |
| Ali |
|
| LogS |
-6.30 |
Solubility(mg/ml) |
2.18E-04 |
Solubility(mol/l) |
5.02E-07 |
Class |
Poorly soluble |
| Silicos-IT |
|
| LogS |
-7.04 |
Solubility(mg/ml) |
3.92E-05 |
Solubility(mol/l) |
9.04E-08 |
Class |
Poorly soluble |
Pharmacokinetics
| GI absorbtion |
High |
| BBB permeant |
Yes |
| Pgp substrate |
No |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
No |
| CYP2C9 inhibitor |
Yes |
| CYP2D6 inhibitor |
Yes |
| CYP3A4 inhibitor |
Yes |
| Log Kp (skin permeation) (cm/s) |
-5.29 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
1 |
| Veber Num. violations |
0 |
| Egan Num. violations |
0 |
| Muegge Num. violations |
1 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
1 |
| Brenk Num. of alerts |
2 |
| Leadlikeness Num. of violations |
3 |
| Synthetic Accessibility |
3.51 |
