SCS-C005994
Diacarlactone A
Pathway: Terpenoids
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
Diacarnus megaspinorhabdosa
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Poecilosclerida
Family
Podospongiidae
Genus
Diacarnus
Species
Diacarnus megaspinorhabdosa
South China Sea
DOI:
10.1248/cpb.c15-00022
· CHEMICAL & PHARMACEUTICAL BULLETIN
Drug-likeness (Lipinski Ro5)
Molecular Weight
350.5 Da
Threshold ≤ 500
ALogP
4.94
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H34O4
Molecular Weight:
350.4990 Da
SMILES:
CC(=O)CCCC(C)(C)C(=O)CC/C(C)=C/CC[C@]1(C)CCC(=O)O1
InChIKey:
AABSRFLRNFXOQB-ZXSWEOGUSA-N
InChI:
InChI=1S/C21H34O4/c1-16(8-6-14-21(5)15-12-19(24)25-21)10-11-18(23)20(3,4)13-7-9-17(2)22/h8H,6-7,9-15H2,1-5H3/b16-8+/t21-/m1/s1
Calculated Properties
ALogP:
4.943 lipophilicity
TPSA:
60.44 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
11
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.7619 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005994
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 | NCI-H446 small-cell lung cancer cell line | 18.5 μM | 10.1248/cpb.c15-00022 CHEMICAL & PHARMACEUTICAL BULLETIN |
| Antitumor | IC50 | NCI-H460 large-cell lung cancer cell line | 20.1 μM | 10.1248/cpb.c15-00022 CHEMICAL & PHARMACEUTICAL BULLETIN |
| Antitumor | IC50 | SGC-7901 gastric carcinoma cell line | 22.3 μM | 10.1248/cpb.c15-00022 CHEMICAL & PHARMACEUTICAL BULLETIN |
| Antitumor | IC50 | HeLa cervical cancer cell line | 26.7 μM | 10.1248/cpb.c15-00022 CHEMICAL & PHARMACEUTICAL BULLETIN |
| Antitumor | IC50 | MCF-7 breast carcinoma cell line | 47.1 μM | 10.1248/cpb.c15-00022 CHEMICAL & PHARMACEUTICAL BULLETIN |