Structure Database (LMSD)

H OH H OH O O OH
Common Name
(+)-petromyric acid A
Systematic Name
(2S,3S,5R)-tetrahydro-3-hydroxy-5-[(1R)-1-hydroxyhexyl]-2-furanoctanoic acid
Synonyms
  • (+)-PMA
LM ID
LMFA01150073
Formula
C18H34O5
Exact Mass
Calculate m/z
330.240625
Sum Composition
FA 18:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Heterocyclic fatty acids [FA0115]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
FXZLDZNKMMKORQ-LTIDMASMSA-N
InChi (Click to copy)
InChI=1S/C18H34O5/c1-2-3-7-10-14(19)17-13-15(20)16(23-17)11-8-5-4-6-9-12-18(21)22/h14-17,19-20H,2-13H2,1H3,(H,21,22)/t14-,15+,16+,17-/m1/s1
SMILES (Click to copy)
C(CCCCCCC[C@@]1([H])[C@@H](O)C[C@]([H])([C@H](O)CCCCC)O1)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Petromyzon marinus (#7757)
Hyperoartia (#117569)
Fatty-acid derivative acts as a sea lamprey migratory pheromone.,
Proc Natl Acad Sci U S A, 2018
Pubmed ID: 30061424

Other Databases

PubChem CID
171116383

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 348.91
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.41
Molar Refractivity 91.44

Admin

Created at
23rd Jun 2023
Updated at
23rd Jun 2023