Structure Database (LMSD)

Common Name
1-(O-alpha-D-glucopyranosyl)-3-keto-(1,27R)-octacosanediol
Systematic Name
1-(O-α-D-glucopyranosyl)-3-keto-(1,27R)-octacosanediol
Synonyms
LM ID
LMFA13010019
Formula
C34H66O8
Exact Mass
Calculate m/z
602.47577
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

Comments
Submitted by Henry Boumann, Netherlands

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Microchaete sp. (#29416)
Cyanophyceae (#3028117)
Heterocyst glycolipids from nitrogen-fixing cyanobacteria other than nostocaceae,
Phytochemistry, 1998

String Representations

InChiKey (Click to copy)
HOQFSYQZOYFFAM-FAWNWTIBSA-N
InChi (Click to copy)
InChI=1S/C34H66O8/c1-28(36)23-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-22-24-29(37)25-26-41-34-33(40)32(39)31(38)30(27-35)42-34/h28,30-36,38-40H,2-27H2,1H3/t28-,30-,31-,32+,33-,34+/m1/s1
SMILES (Click to copy)
O([C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)CCC(=O)CCCCCCCCCCCCCCCCCCCCCCC[C@H](O)C

Other Databases

CHEBI ID
132492
PubChem CID
102318041

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 1
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 652.08
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 8.40
Molar Refractivity 171.27

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Created at
-
Updated at
9th Apr 2021