LIPID MAPS

Structure Database (LMSD)

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Common Name

SFE 17:5(2Z,4Y,6Y,8E,10E)(14OH[S])/2:0

Systematic Name

(2Z,8E,10E)-14S-hydroxyheptadecatriene-4,6-diyn-1-yl acetate

Synonyms

Bupleurotoxin acetate

LM ID

LMFA07011647

Formula

C₁₉H₂₄O₃

Exact Mass

Calculate m/z

300.172545

Sum Composition

SFE 19:7;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Bupleurum longiradiatum (#48104)

Magnoliopsida (#3398)

Polyacetylenes from Bupleurum longiradiatum.,
J Nat Prod, 2009

Pubmed ID: 19994846

DOI: 10.1021/np900534v

String Representations

InChiKey (Click to copy)

ZFJUNJXFNHXLTD-PPUDUQJUSA-N

InChi (Click to copy)

InChI=1S/C19H24O3/c1-3-15-19(21)16-13-11-9-7-5-4-6-8-10-12-14-17-22-18(2)20/h5,7,9,11-12,14,19,21H,3,13,15-17H2,1-2H3/b7-5+,11-9+,14-12-/t19-/m0/s1

SMILES (Click to copy)

C(/C=C\C#CC#C/C=C/C=C/CC[C@@H](O)CCC)OC(=O)C

Other Databases

PubChem CID

44613553

Calculated Physicochemical Properties

Heavy Atoms 22

Rings

Aromatic Rings

Rotatable Bonds 9

Van der Waals Molecular Volume 342.51

Topological Polar Surface Area 46.53

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 3

logP 3.74

Molar Refractivity 90.76

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Created at

26th May 2026

Updated at