SCS-C001066
(4Z,6R,7S)-14,14-dibromo-6,7-dihydroxytetradeca-4,13-dienoic acid
Pathway: Fatty acids
Superclass: Fatty Acids and Conjugates
Class: Hydroxy 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
414.1 Da
Threshold ≤ 500
ALogP
3.71
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H22Br2O4
Molecular Weight:
414.1340 Da
SMILES:
O=C(O)CC/C=C\[C@@H](O)[C@@H](O)CCCCCC=C(Br)Br
InChIKey:
ZFXQBFPZXYPLPE-HJLXKUKWSA-N
InChI:
InChI=1S/C14H22Br2O4/c15-13(16)9-4-2-1-3-7-11(17)12(18)8-5-6-10-14(19)20/h5,8-9,11-12,17-18H,1-4,6-7,10H2,(H,19,20)/b8-5-/t11-,12+/m0/s1
Calculated Properties
ALogP:
3.711 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
11
Ring Count:
0
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.6429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001066
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty Acids and Conjugates
NPClassifier Class:
Hydroxy fatty acids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.