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CHEBI:61570 - 5-deoxy-4-epi-2,3-dehydro-Kdo-(4→8)-α-Kdo

ChEBI IDCHEBI:61570
ChEBI Name5-deoxy-4-epi-2,3-dehydro-Kdo-(4→8)-α-Kdo
Stars
ASCII Name5-deoxy-4-epi-2,3-dehydro-Kdo-(4->8)-alpha-Kdo
DefinitionA carbohydrate acid comprising 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid (Kdo) having a 5-deoxy-4-epi-2,3-dehydro-Kdo moiety attached via an unusual (4→8) non-glycosidic linkage.
Last Modified3 March 2011
SubmitterSteve
DownloadsMolfile
FormulaC16H24O13
Net Charge0
Average Mass424.355
Monoisotopic Mass424.12169
SMILES[H][C@]1([C@H](O)CO[C@H]2C=C(C(=O)O)O[C@]([H])([C@H](O)CO)C2)O[C@@](O)(C(=O)O)C[C@@H](O)[C@H]1O
WURCSWURCS=2.0/1,1,0/[Aad1122h-2a_2-6_8*OC^RCC^SC^RCO/6O/5OCCO/12=O/11=^XC$3]/1/
InChIInChI=1S/C16H24O13/c17-4-8(19)10-1-6(2-11(28-10)14(22)23)27-5-9(20)13-12(21)7(18)3-16(26,29-13)15(24)25/h2,6-10,12-13,17-21,26H,1,3-5H2,(H,22,23)(H,24,25)/t6-,7-,8-,9-,10+,12-,13-,16-/m1/s1
InChIKeyUNHDIKYSAGHBNY-KWOHMGQJSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
5-deoxy-4-epi-2,3-dehydro-Kdo-(4→8)-α-Kdo (CHEBI:61570) has functional parent 3-deoxy-α-D-manno-oct-2-ulopyranosonic acid (CHEBI:43577)
5-deoxy-4-epi-2,3-dehydro-Kdo-(4→8)-α-Kdo (CHEBI:61570) is a carbohydrate acid (CHEBI:33720)
IUPAC Name 
(6R)-6-[(1R)-2-({(2S,4R)-6-carboxy-2-[(1R)-1,2-dihydroxyethyl]-3,4-dihydro-2H-pyran-4-yl}oxy)-1-hydroxyethyl]-3-deoxy-β-L-erythro-hex-2-ulopyranosonic acid
Citations