Structure Database (LMSD)

Common Name
14-O-(alpha-L-rhamnopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid
Systematic Name
14-O-(α-L-rhamnopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid
Synonyms
LM ID
LMFA13030009
Status
Active
Exact Mass
Calculate m/z
506.28797
Formula
C28H42O8
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Rhamnolipids [FA1303]

String Representations

InChiKey (Click to copy)
LUVNAVZCRYWYPQ-NVPBYRBVSA-N
InChi (Click to copy)
InChI=1S/C28H42O8/c1-18(2)14-15-22(36-27-26(33)25(32)24(31)21(5)35-27)20(4)12-10-11-19(3)17-28(6,34)16-9-7-8-13-23(29)30/h7-14,17,21-22,24-27,31-34H,15-16H2,1-6H3,(H,29,30)/b9-7+,11-10+,13-8+,19-17+,20-12+/t21-,22-,24-,25+,26+,27-,28+/m1/s1
SMILES (Click to copy)
C(/C=C/C=C/C[C@](C)(O)/C=C(\C)/C=C/C=C(\C)/[C@H](O[C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](C)O1)C/C=C(\C)/C)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physarum polycephalum (#5791)
Eumycetozoa (#142796)
Astonishing diversity of natural surfactants: 1. Glycosides of fatty acids and alcohols.,
Lipids, 2004
Pubmed ID: 15691016

Other Databases

PubChem CID
139587463

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 532.44
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.35
Molar Refractivity 142.67

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Created at
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Updated at
15th Jun 2021