SCS-C000109
oculatolide B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cyclophytane 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
Hexabranchus sanguineus
(NA)
Original source name: Hexabranchus sanguineus | Chelonaplysilla sp. | H. sanguineus
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Nudibranchia
Family
Hexabranchidae
Genus
Hexabranchus
Species
Hexabranchus sanguineus
South China Sea
· -20 m
DOI:
10.1002/chem.202203858
· Chemistry – A European Journal
Sarcotragus sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Irciniidae
Genus
Sarcotragus
Species
NA
Xisha Islands
DOI:
10.1021/acs.jnatprod.2c00937
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
302.5 Da
Threshold ≤ 500
ALogP
5.36
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C20H30O2
Molecular Weight:
302.4580 Da
SMILES:
CC1=CCC[C@@H](C)[C@@]1(C)CC/C(C)=C/CCC1=CC(=O)OC1
InChIKey:
MZXRVPMOCALWEL-AIAYJJJXSA-N
InChI:
InChI=1S/C20H30O2/c1-15(7-5-10-18-13-19(21)22-14-18)11-12-20(4)16(2)8-6-9-17(20)3/h7-8,13,17H,5-6,9-12,14H2,1-4H3/b15-7+/t17-,20+/m1/s1
Calculated Properties
ALogP:
5.359 lipophilicity
TPSA:
26.30 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
2
Rotatable Bonds:
6
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.6500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000109
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cyclophytane 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 | IC50 | K562 | 15.07 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | H69AR | 21.14 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |
| Antitumor | IC50 | L-02 | 13.52 μM | 10.1021/acs.jnatprod.2c00937 Journal of Natural Products |