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Human Metabolome Database Version 3.5

Showing metabocard for O-2-(acetylamino)-2-deoxy-a-D-Gal-(1->3)-O-[6-deoxy-a-L-Gal-(1->2)]-O-b-D-Gal-(1->3)-O-2-(acetylamino)-2-deoxy-b-D-Glc-(1->3)-O-b-D-Gal-(1->4)-D-Glucose (HMDB02071)

• Identification
• Taxonomy
• Ontology
• Physical properties
• Spectra
• Biological properties
• Concentrations
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Record Information
Version	3.5
Creation Date	2006-05-22 08:17:35 -0600
Update Date	2013-05-29 13:33:44 -0600
HMDB ID	HMDB02071
Secondary Accession Numbers	None
Metabolite Identification
Common Name	O-2-(acetylamino)-2-deoxy-a-D-Gal-(1->3)-O-[6-deoxy-a-L-Gal-(1->2)]-O-b-D-Gal-(1->3)-O-2-(acetylamino)-2-deoxy-b-D-Glc-(1->3)-O-b-D-Gal-(1->4)-D-Glucose
Description	O-2-(acetylamino)-2-deoxy-a-D-galactopyranosyl-(1->3)-O-[6-deoxy-a-L-galactopyranosyl-(1->2)]-O-b-D-galactopyranosyl-(1->3)-O-2-(acetylamino)-2-deoxy-b-D-glucopyranosyl-(1->3)-O-b-D-galactopyranosyl-(1->4)-D-Glucose is a fucose-containing oligosaccharide found in human milk. (PMID: 11308023 ). Is a blood group specific oligosaccharide from feces of a blood group A breast-fed infant. (PMID: 6513935 ).
Structure	Download: MOL | SDF | SMILES | InChI Display: 2D Structure | 3D Structure
Synonyms	O-2-(Acetylamino)-2-deoxy-a-D-galactopyranosyl-(1->3)-O-[6-deoxy-a-L-galactopyranosyl-(1->2)]-O-b-D-galactopyranosyl-(1->3)-O-2-(acetylamino)-2-deoxy-b-D-glucopyranosyl-(1->3)-O-b-D-galactopyranosyl-(1->4)-D-Glucose O-2-(Acetylamino)-2-deoxy-alpha-D-galactopyranosyl-(1->3)-O-[6-deoxy-alpha-L-galactopyranosyl-(1->2)]-O-beta-D-galactopyranosyl-(1->3)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->3)-O-beta-D-galactopyranosyl-(1->4)-D-Glucose
Chemical Formula	C40H68N2O30
Average Molecular Weight	1056.9633
Monoisotopic Molecular Weight	1056.385688846
IUPAC Name	N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-4-{[(3R,4S,5S,6R)-4-{[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Traditional IUPAC Name	N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-4-{[(3R,4S,5S,6R)-4-{[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-hydroxy-6
CAS Registry Number	88972-42-3
SMILES	[H][C@@](O[C@@H]1O[C@H](CO)[C@H](O)[C@]([H])(O[C@@H]2O[C@H](CO)[C@@H](O)[C@]([H])(OC3O[C@H](CO)[C@H](O)[C@H](O[C@@]4([H])O[C@H](CO)[C@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H]3O[C@]3([H])O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]3O)[C@H]2NC(C)=O)[C@H]1O)([C@H](O)CO)[C@H](O)[C@@H](O)C=O
InChI Identifier	InChI=1S/C40H68N2O30/c1-10-21(53)28(60)29(61)38(63-10)72-35-34(71-36-19(41-11(2)49)27(59)23(55)15(6-45)64-36)26(58)18(9-48)67-40(35)69-32-20(42-12(3)50)37(65-16(7-46)24(32)56)70-33-25(57)17(8-47)66-39(30(33)62)68-31(14(52)5-44)22(54)13(51)4-43/h4,10,13-40,44-48,51-62H,5-9H2,1-3H3,(H,41,49)(H,42,50)/t10-,13-,14+,15+,16+,17+,18+,19+,20+,21+,22+,23-,24+,25-,26-,27+,28+,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,39-,40?/m0/s1
InChI Key	UCLWMVLXXHCQHW-JMJWVNOBSA-N
Chemical Taxonomy
Kingdom	Organic Compounds
Super Class	Carbohydrates and Carbohydrate Conjugates
Class	Oligosaccharides
Sub Class	Hexose Oligosaccharides
Other Descriptors	Aliphatic Heteropolycyclic Compounds
Substituents	1,2 Diol Acetal Aldehyde Carboxamide Group Fatty Acyl Glycoside Glucosamine Glycosyl Compound Mannosamine O Glycosyl Compound Oxane Primary Alcohol Secondary Alcohol Secondary Carboxylic Acid Amide
Direct Parent	Hexose Oligosaccharides
Ontology
Status	Expected and Not Quantified
Origin	Endogenous
Biofunction	Not Available
Application	Not Available
Cellular locations	Not Available
Physical Properties
State	Solid
Experimental Properties	Property Value Reference Melting Point Not Available Not Available Boiling Point Not Available Not Available Water Solubility Not Available Not Available LogP Not Available Not Available
Predicted Properties	Property Value Source Water Solubility 98.6 g/L ALOGPS LogP -2.08 ALOGPS LogP -12 ChemAxon LogS -1.03 ALOGPS pKa (strongest acidic) 11.32 ChemAxon pKa (strongest basic) -3.7 ChemAxon Hydrogen Acceptor Count 30 ChemAxon Hydrogen Donor Count 19 ChemAxon Polar Surface Area 511.48 A2 ChemAxon Rotatable Bond Count 21 ChemAxon Refractivity 220.07 ChemAxon Polarizability 100.03 ChemAxon Formal Charge 0 ChemAxon Physiological Charge 0 ChemAxon
Spectra
	Not Available
Biological Properties
Cellular Locations	Not Available
Biofluid Locations	Not Available
Tissue Location	Not Available
Pathways	Not Available
Normal Concentrations
	Not Available
Abnormal Concentrations
	Not Available
Associated Disorders and Diseases
Disease References	None
Associated OMIM IDs	None
External Links
DrugBank ID	Not Available
DrugBank Metabolite ID	Not Available
Phenol Explorer Compound ID	Not Available
Phenol Explorer Metabolite ID	Not Available
FoodDB ID	FDB022831
KNApSAcK ID	Not Available
Chemspider ID	Not Available
KEGG Compound ID	Not Available
BioCyc ID	Not Available
BiGG ID	Not Available
Wikipedia Link	Not Available
NuGOwiki Link	HMDB02071
Metagene Link	HMDB02071
METLIN ID	Not Available
PubChem Compound	53477742
PDB ID	Not Available
ChEBI ID	Not Available
References
Synthesis Reference	Suzuki, Minoru; Suzuki, Akemi. Structural characterization of fucose-containing oligosaccharides by high-performance liquid chromatography and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Biological Chemistry (2001), 382(2), 251-257.
Material Safety Data Sheet (MSDS)	Not Available
General References	Suzuki M, Suzuki A: Structural characterization of fucose-containing oligosaccharides by high-performance liquid chromatography and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Biol Chem. 2001 Feb;382(2):251-7. Pubmed: 11308023 Sabharwal H, Nilsson B, Chester MA, Sjoblad S, Lundblad A: Blood group specific oligosaccharides from faeces of a blood group A breast-fed infant. Mol Immunol. 1984 Nov;21(11):1105-12. Pubmed: 6513935

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