APIOSE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C5H10O5
Molecular Weight	150.1301
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	150.1301
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
Anthocyanins with unusual furanose sugar (apiose) from leaves of Synadenium grantii (Euphorbiaceae).	2010-09	20594565
Biochemical and immunocytological characterizations of Arabidopsis pollen tube cell wall.	2010-08	20547702
Structural characterization and cytotoxic properties of an apiose-rich pectic polysaccharide obtained from the cell wall of the marine phanerogam Zostera marina.	2010-06-25	20465284
Preclinical evaluation of the synthetic adjuvant SQS-21 and its constituent isomeric saponins.	2010-06-11	20450868
Synthesis and in vitro activity of 4' and 5'-modified analogues of apiosyl nucleosides as potent anti-HCV agents.	2009-11	20183577
[Production of polysaccharides by callus cultures of common duckweed].	2008-05-22	18491608
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
Radioisotope ratios discriminate between competing pathways of cell wall polysaccharide and RNA biosynthesis in living plant cells.	2007-10	17764499
Effect of lemnan, pectin from Lemna minor L., and its fragments on inflammatory reaction.	2006-05	16619370
Simple synthesis and anti-HIV activity of novel 3'-vinyl branched apiosyl pyrimidine nucleosides.	2006	16901819
The inositol oxygenase gene family of Arabidopsis is involved in the biosynthesis of nucleotide sugar precursors for cell-wall matrix polysaccharides.	2005-05	15660207
Study of flavonoids of Sechium edule (Jacq) Swartz (Cucurbitaceae) different edible organs by liquid chromatography photodiode array mass spectrometry.	2004-10-20	15479015
Synthesis of an apiose-containing disaccharide fragment of rhamnogalacturonan-II and some analogues.	2004-01-02	14659667
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.	2003-09	12969423
Primary structure of the 2-O-methyl-alpha-L-fucose-containing side chain of the pectic polysaccharide, rhamnogalacturonan II.	2003-02-07	12559732
Direct stereochemical assignment of hexose and pentose residues in flavonoid O-glycosides by fast atom bombardment and electrospray ionization mass spectrometry.	2002-12	12489088
Structural studies of the pectic polysaccharide from duckweed Lemna minor L.	2002-05	11985856
[Isolation and characterization of polysaccharides from Tansy].	2001-03-21	11255643
Photochemical synthesis of novel dideoxynucleosides.	2001-03	11393396

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:45:34 GMT 2025` Edited by `admin` on `Mon Mar 31 22:45:34 GMT 2025`
Record UNII	E59T26TCEC
Record Status	`FAILED`
Record Version

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Name

Type

Language

APIOSE

Common Name

English

3-C-HYDROXYMETHYLTETROSE

Preferred Name

English

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

Systematic Name

English

APIOSE, D-

Common Name

English

APIOSE [MI]

Common Name

English

D-APIOSE

Common Name

English

Code System Code Type Description

CHEBI

16689