Structure Database (LMSD)
Common Name
Topsentolide C2
Systematic Name
11S-methoxy,12S-hydroxy-5Z,9E,14Z-eicosatrien-8R-olide
Synonyms
LM ID
LMFA07040134
Formula
Exact Mass
Calculate m/z
350.24571
Sum Composition
Status
Active
3D model of Topsentolide C2
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)
NGVOPKDYDKTASH-KMRPYSECSA-N
InChi (Click to copy)
InChI=1S/C21H34O4/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/h7-8,10-11,16-20,22H,3-6,9,12-15H2,1-2H3/b10-8-,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\CCCCC)O
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
25
Rings
1
Aromatic Rings
0
Rotatable Bonds
10
Van der Waals Molecular Volume
384.10
Topological Polar Surface Area
57.83
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
4
logP
5.35
Molar Refractivity
102.87
Admin
Created at
28th Sep 2020
Updated at
28th Sep 2020