SCS-C000944
antsimplexin A
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Eunicellane 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
Anthogorgia caerulea
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Anthogorgiidae
Genus
Anthogorgia
Species
Anthogorgia caerulea
Weizhou Island
DOI:
10.5560/znb.2014-3213
· Zeitschrift für Naturforschung B
Drug-likeness (Lipinski Ro5)
Molecular Weight
498.6 Da
Threshold ≤ 500
ALogP
2.53
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H42O9
Molecular Weight:
498.6000 Da
SMILES:
CC(=O)O[C@@H]1C[C@@](C)(OC(C)=O)[C@H]2[C@@H]([C@H]1C(C)C)[C@H]1O[C@@H]2C[C@](C)(O)[C@@H](O)CC[C@@]1(C)OC(C)=O
InChIKey:
FBFIRVCUCZFNKV-LXISNSFKSA-N
InChI:
InChI=1S/C26H42O9/c1-13(2)20-17(32-14(3)27)12-26(8,35-16(5)29)22-18-11-24(6,31)19(30)9-10-25(7,34-15(4)28)23(33-18)21(20)22/h13,17-23,30-31H,9-12H2,1-8H3/t17-,18-,19+,20+,21-,22-,23-,24+,25-,26-/m1/s1
Calculated Properties
ALogP:
2.533 lipophilicity
TPSA:
128.59 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
9
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000944
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Eunicellane diterpenoids
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 |
|---|---|---|---|---|
| Antifouling | — | Balanus amphitrite larva | 2.9 μM | 10.5560/znb.2014-3213 Zeitschrift für Naturforschung B |