LIPID MAPS

Structure Database (LMSD)

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Common Name

Methyl 18-bromo-9R-hydroxy-12,13-trans-epoxy-10E,15Z-octadecadien-17-ynoate

Systematic Name

Methyl 18-bromo-9R-hydroxy-12,13-trans-epoxy-10E,15Z-octadecadien-17-ynoate

Synonyms

LM ID

LMFA01090091

Formula

C₁₉H₂₇O₄Br

Exact Mass

Calculate m/z

398.109271

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Peltigera canina (#161979)

Lecanoromycetes (#147547)

Natural halogenated fatty acids: their analogues and derivatives.,
Prog Lipid Res, 2002

Pubmed ID: 11958814

String Representations

InChiKey (Click to copy)

KRQDPLDNWIVONQ-WZAPIYLESA-N

InChi (Click to copy)

InChI=1S/C19H27BrO4/c1-23-19(22)12-8-4-2-3-6-10-16(21)13-14-18-17(24-18)11-7-5-9-15-20/h5,7,13-14,16-18,21H,2-4,6,8,10-12H2,1H3/b7-5-,14-13+/t16-,17+,18+/m1/s1

SMILES (Click to copy)

C(CCCCCCC[C@@H](O)/C=C/[C@@H]1O[C@H]1C/C=C\C#CBr)(=O)OC

Other Databases

PubChem CID

15518456

Calculated Physicochemical Properties

Heavy Atoms 24

Rings 1

Aromatic Rings 0

Rotatable Bonds 13

Van der Waals Molecular Volume 366.14

Topological Polar Surface Area 59.06

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 4.74

Molar Refractivity 100.14

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Created at

Updated at

6th Jun 2022