Structure Database (LMSD)

OH O OH O
Common Name
Cymatherol C
Systematic Name
9-[(1R,2S,3S,5S)-3-[(1S,2R)-2-[(1R)-1-Hydroxypropyl]cyclopropyl]-6-oxabicyclo[3.1.0]hexan-2-yl]nona-5Z,8Z-dienoic acid
Synonyms
LM ID
LMFA04000095
Formula
C20H30O4
Exact Mass
Calculate m/z
334.21441
Sum Composition
FA 20:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Docosanoids [FA04]
Other Docosanoids [FA0400]

String Representations

InChiKey (Click to copy)
PARCOZHRVNQMAR-BENGJLFASA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-17(21)16-11-14(16)15-12-18-20(24-18)13(15)9-7-5-3-4-6-8-10-19(22)23/h3-4,7,9,13-18,20-21H,2,5-6,8,10-12H2,1H3,(H,22,23)/b4-3-,9-7-/t13-,14-,15+,16+,17+,18-,20+/m0/s1
SMILES (Click to copy)
[C@@H]1([C@@H]2C[C@H]2[C@H](O)CC)C[C@@H]2O[C@@H]2[C@H]1/C=C\C/C=C\CCCC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cymathaere triplicata (#309354)
Phaeophyceae (#2870)
Cymatherelactone and cymatherols A-C, polycyclic oxylipins from the marine brown alga Cymathere triplicata.,
Phytochemistry, 2012
Pubmed ID: 22071135

Other Databases

PubChem CID
101563155

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 344.72
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.41
Molar Refractivity 94.07

Admin

Created at
4th Sep 2020
Updated at
4th Sep 2020