SCS-C001064
(5R)-5-[(1S,2E)-10,10-dibromo-1-methoxydeca-2,9-dienyl]oxolan-2-one
Pathway: Fatty acids
Superclass: Fatty esters
Class: Lactones
Chemical Structure
![Structure of (5R)-5-[(1S,2E)-10,10-dibromo-1-methoxydeca-2,9-dienyl]oxolan-2-one](/scsmarinenp/static/images/structures/SCS-C001064.png)
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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
Xestospongia testudinaria
(sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Haplosclerida
Family
Petrosiidae
Genus
Xestospongia
Species
Xestospongia testudinaria
Weizhou Island
· 20°54′N, 109°06′E
DOI:
10.1016/j.tet.2010.11.045
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
410.1 Da
Threshold ≤ 500
ALogP
4.84
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H22Br2O3
Molecular Weight:
410.1460 Da
SMILES:
COC(C=CCCCCCC=C(Br)Br)C1CCC(=O)O1
InChIKey:
BIIOETBIMPWOIM-UHFFFAOYSA-N
InChI:
InChI=1S/C15H22Br2O3/c1-19-12(13-10-11-15(18)20-13)8-6-4-2-3-5-7-9-14(16)17/h6,8-9,12-13H,2-5,7,10-11H2,1H3
Calculated Properties
ALogP:
4.845 lipophilicity
TPSA:
35.53 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
9
Ring Count:
1
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001064
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty esters
NPClassifier Class:
Lactones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.