SCS-C001741
Neritinaceramide A
Pathway: Fatty acids
Superclass: Sphingolipids
Class: Ceramides
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
Bugula neritina
(marine bryozoan)
Kingdom
Metazoa
Phylum
Bryozoa
Class
Gymnolaemata
Order
Cheilostomatida
Family
Bugulidae
Genus
Bugula
Species
Bugula neritina
Daya Bay
DOI:
10.3390/md12041987
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
549.9 Da
Threshold ≤ 500
ALogP
8.09
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H63NO4
Molecular Weight:
549.8700 Da
SMILES:
CCCCCCC/C=C/C=C/CC/C=C/[C@@H](O)[C@H](CO)NC(=O)C[C@@H](O)CCCCCCCCCCCCC
InChIKey:
CKDAHGGCGAHOGG-MOIRIKMASA-N
InChI:
InChI=1S/C34H63NO4/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(38)32(30-36)35-34(39)29-31(37)27-25-23-21-19-17-14-12-10-8-6-4-2/h15-16,18,20,26,28,31-33,36-38H,3-14,17,19,21-25,27,29-30H2,1-2H3,(H,35,39)/b16-15+,20-18+,28-26+/t31-,32-,33+/m0/s1
Calculated Properties
ALogP:
8.086 lipophilicity
TPSA:
89.79 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
28
Ring Count:
0
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.7941 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001741
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Sphingolipids
NPClassifier Class:
Ceramides
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 |
|---|---|---|---|---|
| Antitumor | IC50 | HepG2 | 52.1 μM | 10.3390/md12041987 Marine Drugs |
| Antitumor | IC50 | SGC7901 | 57.7 μM | 10.3390/md12041987 Marine Drugs |
| Antitumor | IC50 | NCI-H460 | > 100.0 μM | 10.3390/md12041987 Marine Drugs |