1. Home
  2. Compounds
  3. (-)-muqubilin A

SCS-C000099

(-)-muqubilin A

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Monocarbocyclic sesterterpenoids | Norsesterterpenoids
Back to List

Chemical Structure

Structure of (-)-muqubilin A
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Diacarnus megaspinorhabdosa (NA)
Kingdom Metazoa Phylum Porifera Class Demospongiae Order Poecilosclerida Family Podospongiidae Genus Diacarnus Species Diacarnus megaspinorhabdosa
Xisha Islands
DOI: 10.3390/ijms19051382  · International Journal of Molecular Sciences
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
392.6 Da
Threshold ≤ 500
ALogP
6.61
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C24H40O4
Molecular Weight:
392.6000 Da
SMILES:
CC1=C(CC/C(C)=C/CC[C@@]2(C)CC[C@H]([C@H](C)C(=O)O)OO2)C(C)(C)CCC1
InChIKey:
ZJKZMXQQSDVDLA-HGMMXSCQSA-N
InChI:
InChI=1S/C24H40O4/c1-17(11-12-20-18(2)10-8-14-23(20,4)5)9-7-15-24(6)16-13-21(27-28-24)19(3)22(25)26/h9,19,21H,7-8,10-16H2,1-6H3,(H,25,26)/b17-9+/t19-,21+,24-/m0/s1
Calculated Properties
ALogP:
6.610 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
2 (0 aromatic)
Chiral Centers:
3
Fsp³:
0.7917 fraction sp³ carbon

Database Information

Compound ID:
SCS-C000099
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Monocarbocyclic sesterterpenoids Norsesterterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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
Antiparasitic IC50 Plasmodium falciparum W2 clone 5.6 μM 10.3390/ijms19051382 International Journal of Molecular Sciences
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
Back to Compounds
Structure enlarged