Chlorogenic acid
IUPAC name: 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-, (1S,3R,4R,5R)-Cyclohexanecarboxylic acid
CAS Number: 327-97-9
Class: Polyphenol
Mushrooms contain this compound
2 mushrooms
| MushID |
Thai name |
Common name |
Scientific name |
Family |
| 22 |
เห็ดตับเต่าขนมปังกะโหลก |
Penny bun |
Boletus edulis Bull. ex Fr. |
Boletaceae |
| 20 |
เห็ดกระดุม |
button mushroom |
Agaricus bisporus |
Agaricaceae |
2D Structure
Compound Properties
SMILES
O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O
Physicochemical Properties
| Formula |
C16H18O9 |
| Molecular wieght(g/mol) |
354.31 |
| Num. of Heavy atoms |
25 |
| Num. of Aromatic Heavy atoms |
6 |
| Fraction Csp3 |
0.38 |
| Num. of Rotatable bonds |
5 |
| Num. of H-bond acceptors |
9 |
| Num. of H-bonds donors |
6 |
| Molar Refractivity |
83.50 |
| TPSA (square Angstrom) |
164.75 |
Lipophilicity
| iLOGP |
0.87 |
| XLOGP3 |
-0.42 |
| WLOGP |
-0.75 |
| MLOGP |
-1.05 |
| Silicos-IT LOGP |
-0.61 |
| Consensus LOGP |
-0.39 |
Water Solubility
| ESOL |
|
| LogS |
-1.62 |
Solubility(mg/ml) |
8.50E+00 |
Solubility(mol/l) |
2.40E-02 |
Class |
Very soluble |
| Ali |
|
| LogS |
-2.58 |
Solubility(mg/ml) |
9.42E-01 |
Solubility(mol/l) |
2.66E-03 |
Class |
Soluble |
| Silicos-IT |
|
| LogS |
0.40 |
Solubility(mg/ml) |
8.94E+02 |
Solubility(mol/l) |
2.52E+00 |
Class |
Soluble |
Pharmacokinetics
| GI absorbtion |
Low |
| 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) |
-8.76 |
Druglikeness
| Lipinski Num. violations |
1 |
| Ghose Num. violations |
1 |
| Veber Num. violations |
1 |
| Egan Num. violations |
1 |
| Muegge Num. violations |
2 |
| Bioavailability Score |
0.11 |
Medicinal Chemistry
| PAINS Num. of alerts |
1 |
| Brenk Num. of alerts |
2 |
| Leadlikeness Num. of violations |
1 |
| Synthetic Accessibility |
4.16 |
Biological Activity
| Biological Activity |
JID |
| Antioxidant |
17 |
