SCS-C005998
(+)-epimuqubilin A methyl ester
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Monocarbocyclic sesterterpenoids | Norsesterterpenoids
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
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
406.6 Da
Threshold ≤ 500
ALogP
6.70
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H42O4
Molecular Weight:
406.6070 Da
SMILES:
COC(=O)[C@@H](C)[C@@H]1CC[C@](C)(CC/C=C(\C)CCC2=C(C)CCCC2(C)C)OO1
InChIKey:
KGRANTXTMXDAIF-RWNVOVBXSA-N
InChI:
InChI=1S/C25H42O4/c1-18(12-13-21-19(2)11-9-15-24(21,4)5)10-8-16-25(6)17-14-22(28-29-25)20(3)23(26)27-7/h10,20,22H,8-9,11-17H2,1-7H3/b18-10+/t20-,22-,25-/m0/s1
Calculated Properties
ALogP:
6.698 lipophilicity
TPSA:
44.76 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
8
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005998
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Monocarbocyclic sesterterpenoids
Norsesterterpenoids
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 |