SCS-C001067
methyl (7E,9R,10S,13Z,15Z)-14,16-dibromo-10-hydroxy-9-methoxyhexadeca-7,13,15-trien-5-ynoate
Pathway: Fatty acids
Superclass: Fatty Acids and Conjugates
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
464.2 Da
Threshold ≤ 500
ALogP
4.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H24Br2O4
Molecular Weight:
464.1940 Da
SMILES:
COC(=O)CCCC#CC=CC(OC)C(O)CCC=C(Br)C=CBr
InChIKey:
BIGXACZUEACJGU-UHFFFAOYSA-N
InChI:
InChI=1S/C18H24Br2O4/c1-23-17(16(21)10-8-9-15(20)13-14-19)11-6-4-3-5-7-12-18(22)24-2/h6,9,11,13-14,16-17,21H,5,7-8,10,12H2,1-2H3
Calculated Properties
ALogP:
4.233 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
10
Ring Count:
0
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001067
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty Acids and Conjugates
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.