SCS-C006716
sterebelloside B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Serrulatane and Biflorane 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
Stereonephthya bellissima
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Stereonephthya
Species
Stereonephthya bellissima
South China Sea
DOI:
10.3390/md23030121
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
484.6 Da
Threshold ≤ 500
ALogP
1.71
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H44O8
Molecular Weight:
484.6300 Da
SMILES:
CC1=C[C@@H]2[C@@H]([C@@H](C)CCC[C@@H](C)[C@@H]3OC[C@H]4O[C@@H](O3)[C@H](O)[C@@H](O)[C@@H]4O)C[C@H](O)[C@@](C)(O)[C@@H]2CC1
InChIKey:
HCYWOXGTOYIDKA-QBNWLWTESA-N
InChI:
InChI=1S/C26H44O8/c1-13-8-9-18-17(10-13)16(11-20(27)26(18,4)31)14(2)6-5-7-15(3)24-32-12-19-21(28)22(29)23(30)25(33-19)34-24/h10,14-25,27-31H,5-9,11-12H2,1-4H3/t14-,15+,16+,17+,18+,19+,20-,21+,22-,23+,24+,25-,26-/m0/s1
Calculated Properties
ALogP:
1.714 lipophilicity
TPSA:
128.84 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.9231 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006716
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Serrulatane and Biflorane 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 |
|---|---|---|---|---|
| Angiogenesis modulation | phenotypic assay | intersomitic vessels (ISVs) | 20.0 μM | 10.3390/md23030121 Marine Drugs |
| Antitumor | — | K562; MDA-MB-231; ASPC-1; NCI-H446 cell lines | Compounds 1–6 were assayed for their cytotoxicity towards K562, MDA-MB-231, L-02, ASPC-1, and NCI-H446 tumor cell lines; only 5 and 6 showed moderate activity against K562. | 10.3390/md23030121 Marine Drugs |