APIOSE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C5H10O5
Molecular Weight	150.1299
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(O)(CO)[C@@H](O)C=O

InChI

InChIKey=AVGPOAXYRRIZMM-BYPYZUCNSA-N

InChI=1S/C5H10O5/c6-1-4(9)5(10,2-7)3-8/h1,4,7-10H,2-3H2/t4-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C5H10O5
Molecular Weight	150.1299
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
[Isolation and characterization of polysaccharides from Tansy].	2001 Jan-Feb	11255643
Photochemical synthesis of novel dideoxynucleosides.	2001 Mar	11393396
Direct stereochemical assignment of hexose and pentose residues in flavonoid O-glycosides by fast atom bombardment and electrospray ionization mass spectrometry.	2002 Dec	12489088
Structural studies of the pectic polysaccharide from duckweed Lemna minor L.	2002 May	11985856
Primary structure of the 2-O-methyl-alpha-L-fucose-containing side chain of the pectic polysaccharide, rhamnogalacturonan II.	2003 Feb 7	12559732
The biosynthesis of the branched-chain sugar d-apiose in plants: functional cloning and characterization of a UDP-d-apiose/UDP-d-xylose synthase from Arabidopsis.	2003 Sep	12969423
Synthesis of an apiose-containing disaccharide fragment of rhamnogalacturonan-II and some analogues.	2004 Jan 2	14659667
Study of flavonoids of Sechium edule (Jacq) Swartz (Cucurbitaceae) different edible organs by liquid chromatography photodiode array mass spectrometry.	2004 Oct 20	15479015
The inositol oxygenase gene family of Arabidopsis is involved in the biosynthesis of nucleotide sugar precursors for cell-wall matrix polysaccharides.	2005 May	15660207
Simple synthesis and anti-HIV activity of novel 3'-vinyl branched apiosyl pyrimidine nucleosides.	2006	16901819
Effect of lemnan, pectin from Lemna minor L., and its fragments on inflammatory reaction.	2006 May	16619370
Radioisotope ratios discriminate between competing pathways of cell wall polysaccharide and RNA biosynthesis in living plant cells.	2007 Oct	17764499
Synthesis of 3'-deoxyapionucleoside triphosphates and their incorporation into DNA by DNA polymerase.	2008	18776363
The synthesis of the rhamnogalacturonan II component 3-deoxy-D-manno-2-octulosonic acid (Kdo) is required for pollen tube growth and elongation.	2008	18503041
[Production of polysaccharides by callus cultures of common duckweed].	2008 Jan-Feb	18491608
Synthesis and in vitro activity of 4' and 5'-modified analogues of apiosyl nucleosides as potent anti-HCV agents.	2009 Nov	20183577
Biochemical and immunocytological characterizations of Arabidopsis pollen tube cell wall.	2010 Aug	20547702
Preclinical evaluation of the synthetic adjuvant SQS-21 and its constituent isomeric saponins.	2010 Jun 11	20450868
Structural characterization and cytotoxic properties of an apiose-rich pectic polysaccharide obtained from the cell wall of the marine phanerogam Zostera marina.	2010 Jun 25	20465284
Anthocyanins with unusual furanose sugar (apiose) from leaves of Synadenium grantii (Euphorbiaceae).	2010 Sep	20594565

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:37:25 GMT 2023` Edited by `admin` on `Sat Dec 16 09:37:25 GMT 2023`
Record UNII	E59T26TCEC
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

APIOSE

Common Name

English

3-C-(HYDROXYMETHYL)-D-ERYTHRO-TETROSE

Systematic Name

English

3-C-HYDROXYMETHYLTETROSE

Common Name

English

APIOSE, D-

Common Name

English

APIOSE [MI]

Common Name

English

D-APIOSE

Common Name

English

Code System Code Type Description

CHEBI

16689