LIPID MAPS

Structure Database (LMSD)

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Common Name

Peyssopyrone

Systematic Name

Methyl 3-[6-[(6Z,9Z)-dodeca-6,9-dienyl]-4-oxopyran-2-yl]propanoate

Synonyms

LM ID

LMFA07100024

Formula

C₂₁H₃₀O₄

Exact Mass

Calculate m/z

346.214411

Sum Composition

SFE 21:6;O2

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Sonderophycus cauliferus (#339600)

Florideophyceae (#2806)

Peyssonenynes a and B, novel enediyne oxylipins with DNA methyl transferase inhibitory activity from the red marine alga peyssonneliacaulifera.,
J Nat Prod, 2004

Pubmed ID: 15217284

DOI: 10.1021/np0400252

String Representations

InChiKey (Click to copy)

QJFPRMMSGRNYEA-UTOQUPLUSA-N

InChi (Click to copy)

InChI=1S/C21H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-19-16-18(22)17-20(25-19)14-15-21(23)24-2/h4-5,7-8,16-17H,3,6,9-15H2,1-2H3/b5-4-,8-7-

SMILES (Click to copy)

C(CCC1=CC(=O)C=C(CCCCC/C=C\C/C=C\CC)O1)(=O)OC

Other Databases

PubChem CID

178328658

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 1

Aromatic Rings 1

Rotatable Bonds 13

Van der Waals Molecular Volume 367.92

Topological Polar Surface Area 56.51

Hydrogen Bond Donors

Hydrogen Bond Acceptors 4

logP 5.66

Molar Refractivity 100.78

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Created at

17th Apr 2026

Updated at