SCS-C005997
(-)-ent-muqubilone methyl ester
Pathway: Terpenoids
Superclass: Sesterterpenoids
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
438.6 Da
Threshold ≤ 500
ALogP
5.53
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H42O6
Molecular Weight:
438.6050 Da
SMILES:
COC(=O)[C@H](C)[C@@H]1CC[C@@](C)(CC/C=C(\C)CCC(=O)C(C)(C)CCCC(C)=O)OO1
InChIKey:
RLNZNXBQJCWOKE-KMKODAPDSA-N
InChI:
InChI=1S/C25H42O6/c1-18(12-13-22(27)24(4,5)15-9-11-19(2)26)10-8-16-25(6)17-14-21(30-31-25)20(3)23(28)29-7/h10,20-21H,8-9,11-17H2,1-7H3/b18-10+/t20-,21+,25-/m1/s1
Calculated Properties
ALogP:
5.526 lipophilicity
TPSA:
78.90 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
6
Rotatable Bonds:
13
Ring Count:
1
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005997
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
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, NCI-H460, SGC-7901, HeLa, MCF-7 cancer cell lines | > 50.0 μM | 10.1248/cpb.c15-00022 CHEMICAL & PHARMACEUTICAL BULLETIN |