SCS-C007623
flexilarin D
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane 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
Sinularia pendunculata
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sclerophytum pedunculatum
South China Sea
· -15 m
DOI:
10.1002/cbdv.202300214
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
364.4 Da
Threshold ≤ 500
ALogP
3.36
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H28O6
Molecular Weight:
364.4380 Da
SMILES:
C=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@@]1(C)C/C=C\[C@](C)(OO)CCC2=O
InChIKey:
WPTRRIXCZXIQKN-HMXCFEIASA-N
InChI:
InChI=1S/C20H28O6/c1-13-14-6-11-19(3,25-17(13)22)15(21)7-10-18(2,26-23)8-5-9-20(4)16(12-14)24-20/h5,8,14,16,23H,1,6-7,9-12H2,2-4H3/b8-5-/t14-,16+,18+,19-,20+/m1/s1
Calculated Properties
ALogP:
3.360 lipophilicity
TPSA:
85.36 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007623
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 |
|---|---|---|---|---|
| Antitumor | cell viability | RKO colorectal cancer cells | 30.7 % cell viability at 20 μM | 10.1002/cbdv.202300214 Chemistry & Biodiversity |
| Antitumor | IC50 | RKO colorectal cancer cells | 8.5 μM | 10.1002/cbdv.202300214 Chemistry & Biodiversity |
| Antitumor | colony formation assay | RKO colorectal cancer cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202300214 Chemistry & Biodiversity |
| Antitumor | EdU staining assay | RKO colorectal cancer cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202300214 Chemistry & Biodiversity |
| Antitumor | flow cytometry cell cycle analysis | RKO colorectal cancer cells | the results showed that 7 treatment significantly induced G2/M phase arrest in RKO cells in a concentration-dependent manner. | 10.1002/cbdv.202300214 Chemistry & Biodiversity |
| Antitumor | ROS detection assay | RKO colorectal cancer cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202300214 Chemistry & Biodiversity |
| Antitumor | Annexin V-FITC/PI apoptosis assay | RKO colorectal cancer cells | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202300214 Chemistry & Biodiversity |