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Record Information
Version	2.0
Creation Date	2012-08-09 09:25:04 -0600
Update Date	2015-06-03 17:21:36 -0600
Secondary Accession Numbers	ECMDB21477
Identification
Name:	13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate
Description	13-[O(2')-beta-D-glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoate O(6'')-acetate is a glycolipid.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xb29a330c> Close
Synonyms:	13-[O(2')-b-D-Glucopyranosyl-b-D-glucopyranosyloxy]docoscanoaate O(6'')-acetate 13-[O(2')-b-D-Glucopyranosyl-b-D-glucopyranosyloxy]docoscanoaic acid O(6'')-acetic acid 13-[O(2')-b-D-Glucopyranosyl-b-D-glucopyranosyloxy]docoscanoate O(6'')-acetate 13-[O(2')-b-D-Glucopyranosyl-b-D-glucopyranosyloxy]docoscanoic acid O(6'')-acetic acid 13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoaate O(6'')-acetate 13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoaic acid O(6'')-acetate 13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoaic acid O(6'')-acetic acid 13-[O(2')-beta-D-Glucopyranosyl-beta-D-glucopyranosyloxy]docoscanoic acid O(6'')-acetic acid 13-[O(2')-β-D-Glucopyranosyl-β-D-glucopyranosyloxy]docoscanoaate O(6'')-acetate 13-[O(2')-β-D-Glucopyranosyl-β-D-glucopyranosyloxy]docoscanoaic acid O(6'')-acetic acid 13-[O(2')-β-D-Glucopyranosyl-β-D-glucopyranosyloxy]docoscanoate O(6'')-acetate 13-[O(2')-β-D-Glucopyranosyl-β-D-glucopyranosyloxy]docoscanoic acid O(6'')-acetic acid
Chemical Formula:	C36H65O14
Weight:	Average: 721.8929 Monoisotopic: 721.437431788
InChI Key:	DYDPBEMJTPLKEJ-BNKHDULBSA-M
InChI:	InChI=1S/C36H66O14/c1-3-4-5-6-10-13-16-19-25(20-17-14-11-8-7-9-12-15-18-21-28(39)40)47-36-34(32(44)29(41)26(22-37)48-36)50-35-33(45)31(43)30(42)27(49-35)23-46-24(2)38/h25-27,29-37,41-45H,3-23H2,1-2H3,(H,39,40)/p-1/t25?,26-,27-,29-,30-,31+,32+,33-,34-,35+,36-/m1/s1
CAS number:	Not Available
IUPAC Name:	13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoate
Traditional IUPAC Name:	13-{[(2R,3R,4S,5S,6R)-3-{[(2S,3R,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}docosanoate
SMILES:	[H]C(CCCCCCCCC)(CCCCCCCCCCCC([O-])=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@]([H])(COC(C)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as sophorolipids. These are glycolipids containing a sophorose moiety linked glycosidically to the hydroxyl group of a 17-hydroxy-C18 saturated fatty acid. The carboxyl group of the fatty acid can be linked to the 4'-hydroxyl of the second glucose to form a lactone.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acyl glycosides
Direct Parent	Sophorolipids
Alternative Parents	Very long-chain fatty acids O-glycosyl compounds Disaccharides Hydroxy fatty acids Heterocyclic fatty acids Oxanes Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters Polyols Oxacyclic compounds Carboxylic acids Acetals Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic anions
Substituents	Sophorolipid Very long-chain fatty acid O-glycosyl compound Glycosyl compound Disaccharide Hydroxy fatty acid Heterocyclic fatty acid Fatty acid Oxane Dicarboxylic acid or derivatives Secondary alcohol Carboxylic acid ester Oxacycle Organoheterocyclic compound Polyol Carboxylic acid Carboxylic acid derivative Acetal Organic oxygen compound Organic oxide Hydrocarbon derivative Primary alcohol Organooxygen compound Carbonyl group Alcohol Organic anion Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.06 g/L ALOGPS logP 3.81 ALOGPS logP 4.44 ChemAxon logS -4.1 ALOGPS pKa (Strongest Acidic) 4.95 ChemAxon pKa (Strongest Basic) -3 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 13 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 224.73 Ų ChemAxon Rotatable Bond Count 28 ChemAxon Refractivity 191.17 m³·mol⁻¹ ChemAxon Polarizability 81.4 ų ChemAxon Number of Rings 2 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Membrane
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-05fr-1016031900-631d32bbc2de3d9db5f8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0a4i-1109030000-1d911a2aa6d91fc1bff0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4i-8319020000-d8d36a09b2beba8dbfe8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00di-4335032900-0c43234ff6d62e732313 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-052r-5349220100-cfac04ae577887eeb830 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-9313000000-32b3c7656dc257e210db View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID Not Available HMDB ID Not Available Pubchem Compound ID 25246114 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available