Structure Database (LMSD)

Common Name
14-O-(alpha-D-glucopyranosyl)-7S,14S-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid
Systematic Name
14-O-(α-D-glucopyranosyl)-7S,14S-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid
Synonyms
LM ID
LMFA13010035
Formula
C28H42O9
Exact Mass
Calculate m/z
522.282885
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Fatty acyl glycosides of mono- and disaccharides [FA1301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arcyria cinerea (#137621)
Eumycetozoa (#142796)
Astonishing diversity of natural surfactants: 1. Glycosides of fatty acids and alcohols.,
Lipids, 2004
Pubmed ID: 15691016

String Representations

InChiKey (Click to copy)
HTGFZKQPJXUSTN-YOECXDKNSA-N
InChi (Click to copy)
InChI=1S/C28H42O9/c1-18(2)13-14-21(36-27-26(34)25(33)24(32)22(17-29)37-27)20(4)11-9-10-19(3)16-28(5,35)15-8-6-7-12-23(30)31/h6-13,16,21-22,24-27,29,32-35H,14-15,17H2,1-5H3,(H,30,31)/b8-6+,10-9+,12-7+,19-16+,20-11+/t21-,22+,24+,25-,26+,27-,28-/m0/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](CO)O1)C/C=C(\C)/C)(=O)O

Other Databases

PubChem CID
101191880

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 541.23
Topological Polar Surface Area 158.98
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 4.60
Molar Refractivity 144.57

Admin

Created at
-
Updated at
27th May 2021