LIPID MAPS

Structure Database (LMSD)

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Common Name

Lipstatin

Systematic Name

2S-hexanyl-5S(N-formyl-leucinyl)-7Z,10Z-hexadecadien-3S-olide

Synonyms

(2S,4Z,7Z)-1-[(2S,3S)-3-Hexyl-4-oxo-2-oxetanyl]-4,7-tridecadien-2-yl N-formyl-L-leucinate

LM ID

LMFA07040126

Formula

C₂₉H₄₉NO₅

Exact Mass

Calculate m/z

491.361075

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View NP-MRD ID(NMR) spectrum

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Streptomyces toxytricini (#67369)

Actinomycetes (#1760)

Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. II. Chemistry and structure elucidation.,
J Antibiot (Tokyo), 1987

Pubmed ID: 3680019

String Representations

InChiKey (Click to copy)

OQMAKWGYQLJJIA-CUOOPAIESA-N

InChi (Click to copy)

InChI=1S/C29H49NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h12-13,15-16,22-27H,5-11,14,17-21H2,1-4H3,(H,30,31)/b13-12-,16-15-/t24-,25-,26-,27-/m0/s1

SMILES (Click to copy)

O=C(O[C@@H](C/C=C\C/C=C\CCCCC)C[C@H]1[C@H](CCCCCC)C(=O)O1)[C@H](CC(C)C)NC=O