SCS-C001079
methyl 12-[(2R,3R)-3-[(E)-4-bromobut-3-en-1-ynyl]oxiran-2-yl]dodeca-5,7-diynoate
Pathway: Fatty acids
Superclass: Fatty Acids and Conjugates
Class: Epoxy fatty acids
Chemical Structure
![Structure of methyl 12-[(2R,3R)-3-[(E)-4-bromobut-3-en-1-ynyl]oxiran-2-yl]dodeca-5,7-diynoate](/scsmarinenp/static/images/structures/SCS-C001079.png)
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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.ejmech.2014.04.003
· European Journal of Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
377.3 Da
Threshold ≤ 500
ALogP
3.58
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H21BrO3
Molecular Weight:
377.2780 Da
SMILES:
COC(=O)CCCC#CC#CCCCC[C@H]1O[C@@H]1C#C/C=C/Br
InChIKey:
KBBSOTRQWBERIQ-AENFJUBXSA-N
InChI:
InChI=1S/C19H21BrO3/c1-22-19(21)15-10-8-6-4-2-3-5-7-9-13-17-18(23-17)14-11-12-16-20/h12,16-18H,5,7-10,13,15H2,1H3/b16-12+/t17-,18-/m1/s1
Calculated Properties
ALogP:
3.576 lipophilicity
TPSA:
38.83 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
7
Ring Count:
1
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.5263 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001079
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.