Shikimic acid
IUPAC name: (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid
CAS Number: 138-59-0
Class: Phenolic compound
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
O[C@@H]1CC(=C[C@H]([C@H]1O)O)C(=O)O
Physicochemical Properties
| Formula |
C7H10O5 |
| Molecular wieght(g/mol) |
174.15 |
| Num. of Heavy atoms |
12 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.57 |
| Num. of Rotatable bonds |
1 |
| Num. of H-bond acceptors |
5 |
| Num. of H-bonds donors |
4 |
| Molar Refractivity |
38.43 |
| TPSA (square Angstrom) |
97.99 |
Lipophilicity
| iLOGP |
0.02 |
| XLOGP3 |
-1.72 |
| WLOGP |
-1.52 |
| MLOGP |
-1.43 |
| Silicos-IT LOGP |
-1.36 |
| Consensus LOGP |
-1.20 |
Water Solubility
| ESOL |
|
| LogS |
0.23 |
Solubility(mg/ml) |
2.96E+02 |
Solubility(mol/l) |
1.70E+00 |
Class |
Highly soluble |
| Ali |
|
| LogS |
0.18 |
Solubility(mg/ml) |
2.61E+02 |
Solubility(mol/l) |
1.50E+00 |
Class |
Highly soluble |
| Silicos-IT |
|
| LogS |
1.75 |
Solubility(mg/ml) |
9.75E+03 |
Solubility(mol/l) |
5.60E+01 |
Class |
Soluble |
Pharmacokinetics
| GI absorbtion |
High |
| BBB permeant |
No |
| Pgp substrate |
No |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
No |
| CYP2C9 inhibitor |
No |
| CYP2D6 inhibitor |
No |
| CYP3A4 inhibitor |
No |
| Log Kp (skin permeation) (cm/s) |
-8.58 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
2 |
| Veber Num. violations |
0 |
| Egan Num. violations |
0 |
| Muegge Num. violations |
1 |
| Bioavailability Score |
0.56 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
0 |
| Leadlikeness Num. of violations |
1 |
| Synthetic Accessibility |
3.77 |
Biological Activity
| Biological Activity |
JID |
| Antioxidant |
10 |
