SCS-C000526
3-hydroxymycophenolic acid
Pathway: Polyketides
Superclass: Macrolides
Class: Macrolide lactones
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Penicillium bialowiezense
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium bialowiezense
South China Sea
DOI:
10.3390/md16070230
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
254.3 Da
Threshold ≤ 500
ALogP
1.96
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H22O4
Molecular Weight:
254.3260 Da
SMILES:
C[C@@H]1CCCC=C[C@H]2CC[C@H](O)[C@H](CC(=O)O1)O2
InChIKey:
FDJDTDDUDZAAFP-VOAKCMCISA-N
InChI:
InChI=1S/C14H22O4/c1-10-5-3-2-4-6-11-7-8-12(15)13(18-11)9-14(16)17-10/h4,6,10-13,15H,2-3,5,7-9H2,1H3/t10-,11+,12+,13+/m1/s1
Calculated Properties
ALogP:
1.957 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000526
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrolide lactones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Immunomodulatory / Anti-allergic | inhibition | IMPDH2 | inhibition of IMPDH2 | 10.3390/md16070230 Marine Drugs |