LIPID MAPS

Structure Database (LMSD)

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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

Classification

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

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

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