SCS-C007657
(1R,3S,4R,7S,11R,12R)-3-(acetyloxy)-4,12-dimethyl-8,15-dimethylidene-14-oxo-13,18-dioxatricyclo[10.3.2.1^{4,7}]octadecan-11-yl acetate
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of (1R,3S,4R,7S,11R,12R)-3-(acetyloxy)-4,12-dimethyl-8,15-dimethylidene-14-oxo-13,18-dioxatricyclo[10.3.2.1^{4,7}]octadecan-11-yl acetate](/scsmarinenp/static/images/structures/SCS-C007657.png)
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Sinularia pedunculata
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia pedunculata
South China Sea
DOI:
10.1002/cbdv.202401146
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
434.5 Da
Threshold ≤ 500
ALogP
3.80
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H34O7
Molecular Weight:
434.5290 Da
SMILES:
C=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@H](OC(C)=O)[C@@]1(C)CC[C@H](O1)C(=C)CC[C@H]2OC(C)=O
InChIKey:
HBACNRRRDOBEOJ-VOHCSVJJSA-N
InChI:
InChI=1S/C24H34O7/c1-14-7-8-20(28-16(3)25)23(5)11-9-18(15(2)22(27)31-23)13-21(29-17(4)26)24(6)12-10-19(14)30-24/h18-21H,1-2,7-13H2,3-6H3/t18-,19+,20-,21+,23-,24-/m1/s1
Calculated Properties
ALogP:
3.796 lipophilicity
TPSA:
88.13 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.7083 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007657
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane 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 |
|---|---|---|---|---|
| Antiviral | — | HepAD38 cells (20 μM screening) | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202401146 Chemistry & Biodiversity |
| Antiviral | HBV DNA inhibition | HepAD38 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202401146 Chemistry & Biodiversity |
| Antiviral | HBeAg inhibition | HepAD38 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202401146 Chemistry & Biodiversity |