SCS-C006292
(1R*,3S*,4R*,7S*,8R*,12R*,13S*)-7-isocyanoamphilecta-11(20),15-diene
Pathway: Terpenoids
Superclass: Diterpenoids
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
Phyllidia coelestis
(nudibranch)
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Nudibranchia
Family
Phyllidiidae
Genus
Phyllidia
Species
Phyllidia coelestis
South China Sea
· 20 m
DOI:
10.3390/md17110603
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
324.5 Da
Threshold ≤ 500
ALogP
5.72
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C22H32N2
Molecular Weight:
324.5120 Da
SMILES:
C=C1CC[C@@]2(C#N)[C@H]3[C@H](CC[C@@H]2C)[C@@H](C)C[C@@H](CC(C)(C)C#N)[C@H]13
InChIKey:
SURUYXZBULCLST-XQOOQLJESA-N
InChI:
InChI=1S/C22H32N2/c1-14-8-9-22(13-24)16(3)6-7-18-15(2)10-17(19(14)20(18)22)11-21(4,5)12-23/h15-20H,1,6-11H2,2-5H3/t15-,16-,17-,18+,19-,20-,22-/m0/s1
Calculated Properties
ALogP:
5.721 lipophilicity
TPSA:
47.58 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006292
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Ecological activity | feeding deterrent activity | generalist shrimp predator Palaemon elegans | Metabolite 3 [...] has been shown to deter feeding by a generalist predator [...] compound 3 [...] significantly deterred the shrimp from feeding (p = 0.01) at tested concentration | 10.3390/md17110603 Marine Drugs |
| Antitumor | — | apoptosis-sensitive and apoptosis-resistant cancer cell lines | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md17110603 Marine Drugs |
| Cardiovascular / Hemostasis | inhibition of thromboxane B2 generation | rat brain microglia thromboxane B2 generation | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md17110603 Marine Drugs |
| Immunomodulatory / Anti-allergic | — | mononuclear blood cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md17110603 Marine Drugs |