Structure Database (LMSD)

Common Name
Juvenile hormone III skipped bisepoxide
Systematic Name
Methyl (2R,3S,10R)-2,3:10,11-Bisepoxyfarnesoate
Synonyms
LM ID
LMPR0103010033
Formula
C16H26O4
Exact Mass
Calculate m/z
282.18311
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Acyclic farnesane sesquiterpenoids [PR010301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Plautia stali (#106108)
Insecta (#50557)
Structure determination of a new juvenile hormone from a heteropteran insect.,
Org Lett, 2009
Pubmed ID: 19863071

String Representations

InChiKey (Click to copy)
PNZGAJXFVAMMGM-ISGOXSRDSA-N
InChi (Click to copy)
InChI=1S/C16H26O4/c1-11(8-9-12-15(2,3)19-12)7-6-10-16(4)13(20-16)14(17)18-5/h7,12-13H,6,8-10H2,1-5H3/b11-7+/t12-,13+,16+/m1/s1
SMILES (Click to copy)
C([C@@H]1O[C@@]1(C)CC/C=C(\C)/CC[C@H]1O[C@]1(C)C)(=O)OC

Other Databases

CHEBI ID
83643
PubChem CID
44542228

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 2
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 290.52
Topological Polar Surface Area 51.36
Hydrogen Bond Donors
Hydrogen Bond Acceptors 4
logP 4.15
Molar Refractivity 78.52

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Created at
7th Jun 2022
Updated at
7th Jun 2022