LIPID MAPS

Structure Database (LMSD)

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Common Name

Bupleurotoxin

Systematic Name

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

Synonyms

Heptadeca-2Z,8E,10E-trien-4,6-diyne-1,14S-diol

LM ID

LMFA05000787

Formula

C₁₇H₂₂O₂

Exact Mass

Calculate m/z

258.16198

Sum Composition

FOH 17:7;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)

UPXPHJXYZGEBCW-PFTJZPSUSA-N

InChi (Click to copy)

InChI=1S/C17H22O2/c1-2-14-17(19)15-12-10-8-6-4-3-5-7-9-11-13-16-18/h4,6,8,10-11,13,17-19H,2,12,14-16H2,1H3/b6-4+,10-8+,13-11-/t17-/m0/s1

SMILES (Click to copy)

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

Other Databases

PubChem CID

44613554

Calculated Physicochemical Properties

Heavy Atoms 19

Rings

Aromatic Rings

Rotatable Bonds 7

Van der Waals Molecular Volume 301.76

Topological Polar Surface Area 40.46

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 2

logP 3.17

Molar Refractivity 81.21

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Created at

26th May 2026

Updated at