Structure Database (LMSD)

Common Name
Puna'auic acid
Systematic Name
(9R,12R,13S)-12,13-Dihydroxy-9,10-octadecadienoic acid
Synonyms
LM ID
LMFA02000359
Formula
C18H32O4
Exact Mass
Calculate m/z
312.23006
Sum Composition
FA 18:2;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudanabaena sp. (#1153)
Cyanophyceae (#3028117)
Stereochemical Study of Puna'auic Acid, an Allenic Fatty Acid from the Eastern Indo-Pacific Cyanobacterium Pseudanabaena sp.,
Org Lett, 2018
Pubmed ID: 29595272

String Representations

InChiKey (Click to copy)
FIFLDFYODFCEFA-MZPVMMEZSA-N
InChi (Click to copy)
InChI=1S/C18H32O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h8,14,16-17,19-20H,2-7,9-10,12-13,15H2,1H3,(H,21,22)/t11-,16-,17+/m0/s1
SMILES (Click to copy)
C(CCCCCCCC([H])=[C@]=C([H])[C@@H](O)[C@@H](O)CCCCC)(=O)O

Other Databases

PubChem CID
139591143

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 347.20
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.39
Molar Refractivity 89.79

Admin

Created at
31st Mar 2020
Updated at
1st Feb 2021