Structure Database (LMSD)
Common Name
Topsentolide C1
Systematic Name
11S-methoxy,12S-hydroxy-5Z,9E,14Z,17Z-eicosatetraen-8R-olide
Synonyms
LM ID
LMFA07040135
Formula
Exact Mass
Calculate m/z
348.23006
Sum Composition
Status
Active
3D model of Topsentolide C1
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
unclassified Topsentia
(#2622176)
Demospongiae
(#6042)
Cytotoxic oxylipins from a marine sponge Topsentia sp.,
J Nat Prod, 2006
J Nat Prod, 2006
Pubmed ID:
16643027
unclassified Topsentia
(#2622176)
Demospongiae
(#6042)
Synthesis of topsentolides A2 and C2, and non-enzymatic conversion of the former to the latter,
Tetrahedron, 2014
Tetrahedron, 2014
String Representations
InChiKey (Click to copy)
QXHLHGKKWDCOOY-ARTHJQAWSA-N
InChi (Click to copy)
InChI=1S/C21H32O4/c1-3-4-5-6-7-11-14-19(22)20(24-2)17-16-18-13-10-8-9-12-15-21(23)25-18/h4-5,7-8,10-11,16-20,22H,3,6,9,12-15H2,1-2H3/b5-4-,10-8-,11-7-,17-16+/t18-,19+,20+/m1/s1
SMILES (Click to copy)
C(/[C@@H]1OC(=O)CCCC=CC1)=C\[C@H](OC)[C@H](C/C=C\C/C=C\CC)O
Calculated Physicochemical Properties
Heavy Atoms
25
Rings
1
Aromatic Rings
0
Rotatable Bonds
9
Van der Waals Molecular Volume
381.46
Topological Polar Surface Area
57.83
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
4
logP
5.12
Molar Refractivity
102.77
Admin
Created at
28th Sep 2020
Updated at
28th Sep 2020