(4E,8E)-N-D-2’-hydroxystearoyl-1-O-beta-D-glucopyranosyl-9-methyl-4,8-sphingadienine
IUPAC name: (2R)-2-hydroxy-N-[(1S,2R,3E,7E)-2-hydroxy-8-methyl-1-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]heptadeca-3,7-dienyl]octadecanamide
CAS Number: 113773-89-0
Class: Ceramide
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
CCCCCCCCCCCCCCCC[C@H](C(=O)N[C@H]([C@@H](/C=C/CC/C=C(/CCCCCCCCC)\C)O)CO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
Physicochemical Properties
| Formula |
C43H81NO9 |
| Molecular wieght(g/mol) |
756.10 |
| Num. of Heavy atoms |
53 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.88 |
| Num. of Rotatable bonds |
35 |
| Num. of H-bond acceptors |
9 |
| Num. of H-bonds donors |
7 |
| Molar Refractivity |
217.90 |
| TPSA (square Angstrom) |
168.94 |
Lipophilicity
| iLOGP |
7.69 |
| XLOGP3 |
11.31 |
| WLOGP |
7.30 |
| MLOGP |
2.40 |
| Silicos-IT LOGP |
9.75 |
| Consensus LOGP |
7.69 |
Water Solubility
| ESOL |
|
| LogS |
-9.34 |
Solubility(mg/ml) |
3.43E-07 |
Solubility(mol/l) |
4.54E-10 |
Class |
Poorly soluble |
| Ali |
|
| LogS |
-14.84 |
Solubility(mg/ml) |
1.10E-12 |
Solubility(mol/l) |
1.46E-15 |
Class |
Insoluble |
| Silicos-IT |
|
| LogS |
-8.03 |
Solubility(mg/ml) |
6.99E-06 |
Solubility(mol/l) |
9.25E-09 |
Class |
Poorly soluble |
Pharmacokinetics
| GI absorbtion |
Low |
| 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) |
-2.88 |
Druglikeness
| Lipinski Num. violations |
2 |
| Ghose Num. violations |
4 |
| Veber Num. violations |
2 |
| Egan Num. violations |
2 |
| Muegge Num. violations |
5 |
| Bioavailability Score |
0.17 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
1 |
| Leadlikeness Num. of violations |
3 |
| Synthetic Accessibility |
8.67 |
Biological Activity
| Biological Activity |
JID |
| DNA Polymerase Inhibitor |
1 |
| DNA Polymerase Inhibitor |
2 |
