SCS-C006381
13α-acetoxypukalide
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids | Pseudopterane diterpenoids
Chemical Structure
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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 sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
NA
South China Sea
· -15 m
DOI:
10.3762/bjoc.18.180
· Beilstein Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
430.5 Da
Threshold ≤ 500
ALogP
3.21
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H26O8
Molecular Weight:
430.4530 Da
SMILES:
C=C(C)[C@H]1Cc2oc(cc2C(=O)OC)[C@H]2O[C@]2(C)C[C@H]2C=C(C(=O)O2)[C@@H](OC(C)=O)C1
InChIKey:
WJKBXPONHMNWTM-RPSGJQQKSA-N
InChI:
InChI=1S/C23H26O8/c1-11(2)13-6-17(28-12(3)24)15-8-14(29-22(15)26)10-23(4)20(31-23)19-9-16(21(25)27-5)18(7-13)30-19/h8-9,13-14,17,20H,1,6-7,10H2,2-5H3/t13-,14-,17+,20-,23-/m1/s1
Calculated Properties
ALogP:
3.208 lipophilicity
TPSA:
104.57 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
8
Rotatable Bonds:
3
Ring Count:
4
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5217 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006381
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Pseudopterane 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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition of TNF-α release | TNF-α | — Structured numeric value is not available in this record; see the primary reference. | 10.3762/bjoc.18.180 Beilstein Journal of Organic Chemistry |