SCS-C001071
methyl (5R,6Z,8E,13Z,15Z)-6,14,16-tribromo-5-hydroxy-10-oxohexadeca-6,8,13,15-tetraenoate
Pathway: Fatty acids
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
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
529.1 Da
Threshold ≤ 500
ALogP
5.06
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C17H21Br3O4
Molecular Weight:
529.0630 Da
SMILES:
COC(=O)CCCC(O)C(Br)=CC=CC(=O)CCC=C(Br)C=CBr
InChIKey:
ICUVBWMMNCNNKR-UHFFFAOYSA-N
InChI:
InChI=1S/C17H21Br3O4/c1-24-17(23)10-4-9-16(22)15(20)8-3-7-14(21)6-2-5-13(19)11-12-18/h3,5,7-8,11-12,16,22H,2,4,6,9-10H2,1H3
Calculated Properties
ALogP:
5.062 lipophilicity
TPSA:
63.60 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
11
Ring Count:
0
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.4118 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001071
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.