SCS-C001069
methyl (7R,8S,13Z,15Z)-7,14,16-tribromo-8-hydroxyhexadeca-13,15-dien-5-ynoate
Pathway: Fatty acids
Superclass: Fatty Acids and Conjugates
Class: Epoxy 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
515.1 Da
Threshold ≤ 500
ALogP
5.21
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C17H23Br3O3
Molecular Weight:
515.0800 Da
SMILES:
COC(=O)CCCC#CC(Br)C(O)CCCCC=C(Br)C=CBr
InChIKey:
AYDCADNHQBXBAP-UHFFFAOYSA-N
InChI:
InChI=1S/C17H23Br3O3/c1-23-17(22)11-7-3-5-9-15(20)16(21)10-6-2-4-8-14(19)12-13-18/h8,12-13,15-16,21H,2-4,6-7,10-11H2,1H3
Calculated Properties
ALogP:
5.205 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
10
Ring Count:
0
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.5882 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001069
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty Acids and Conjugates
NPClassifier Class:
Epoxy fatty acids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.