SCS-C001065
methyl (4R,5E,7S)-14,14-dibromo-7-hydroxy-4-methoxytetradeca-5,13-dienoate
Pathway: Fatty acids
Superclass: Fatty Acids and Conjugates
Class: Methoxy 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
442.2 Da
Threshold ≤ 500
ALogP
4.45
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:
C16H26Br2O4
Molecular Weight:
442.1880 Da
SMILES:
COC(=O)CCC(C=CC(O)CCCCCC=C(Br)Br)OC
InChIKey:
IPOHXAFISLFILY-UHFFFAOYSA-N
InChI:
InChI=1S/C16H26Br2O4/c1-21-14(11-12-16(20)22-2)10-9-13(19)7-5-3-4-6-8-15(17)18/h8-10,13-14,19H,3-7,11-12H2,1-2H3
Calculated Properties
ALogP:
4.453 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
12
Ring Count:
0
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.6875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001065
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Fatty Acids and Conjugates
NPClassifier Class:
Methoxy fatty acids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.