Structural search and advanced query search is temporarily unavailable. We are working to fix this issue. Thank you for your support and patience.

Record Information

Version

2.0

Creation Date

2012-11-06 04:55:27 -0700

Update Date

2015-06-03 17:27:28 -0600

Secondary Accession Numbers

ECMDB23727

Identification

Name:

D-Arabinose

Description

Arabinose is an aldopentose – a monosaccharide containing five carbon atoms, and including an aldehyde (CHO) functional group. (Wikipedia) D-Arabinose is degraded by Escherichia coli B via some of the L-fucose pathway enzymes and a D-ribulokinase which is distinct from the L-fuculokinase of the L-fucose pathway. (PMID 3056899)

Structure

MOL SDF PDB SMILES InChI

Synonyms:

aldehydo-D-arabinose
Arabinose

Chemical Formula:

C₅H₁₀O₅

Weight:

Average: 150.1299
Monoisotopic: 150.05282343

InChI Key:

PYMYPHUHKUWMLA-WDCZJNDASA-N

InChI:

InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m1/s1

CAS number:

Not Available

IUPAC Name:

(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal

Traditional IUPAC Name:

arabinose

SMILES:

OC[C@@H](O)[C@@H](O)[C@H](O)C=O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

Pentose monosaccharide
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Primary alcohol
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

D-arabinose (CHEBI:46983 )
aldehydo-arabinose (CHEBI:46983 )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	380 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.9	ChemAxon
logS	0.4	ALOGPS
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.38 m³·mol⁻¹	ChemAxon
Polarizability	13.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

SMPDB Pathways:

Operon: arabinose activation

PW001878

KEGG Pathways:

Not Available

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9100000000-3d844ea1b588172feaf0	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-05i0-6249400000-6324b88618b9174f1ee5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-08mi-9100000000-fdc6cb3672d0fd9782e4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 10V, negative	splash10-0a4i-9000000000-8b4cbdfdbd1d64750afc	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 1V, negative	splash10-0002-1900000000-a6fad2b086e4d72e6455	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 4V, negative	splash10-000j-9500000000-7f3c671f5a2325c13521	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 8V, negative	splash10-052r-9000000000-4607894e05698b4efd4b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 10V, negative	splash10-0a4r-9000000000-7713ba3bfd41873ed05b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 14V, negative	splash10-0a4i-9000000000-19cc19a6070f8904f223	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 17V, negative	splash10-0a4i-9000000000-cbfe90fac8fd1f09d178	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QqQ 20V, negative	splash10-0a4i-9000000000-194cea61e7f4bb116108	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 10V, negative	splash10-001i-2900000000-0431fbb715edbb5c2854	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001i-0900000000-9b7382416823533b7db1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001i-0900000000-b354fa776d3c927b52a8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001i-1900000000-4f54308f655454dcf238	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-001i-2900000000-ffb4e5e554a72f34fd7b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-001i-4900000000-df24839373685cc97976	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-001r-7900000000-08514302c6b21ad9497c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-008i-9700000000-9b73d2467b158cb7fe64	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-00dr-9300000000-80b57725a8299b2e9afa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, negative	splash10-00dr-9100000000-f5eb0b039697ddead9f8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-2900000000-f8b9c6d77ac7485b2a13	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9300000000-c381cba09705c9d22367	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fv-9000000000-157eda9875c5cd43b332	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000j-9400000000-8bb17d4c0bc5362b2610	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06ri-9200000000-f20b8cc45d0196859991	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-83841c4e2cbd5aa6df09	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:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	46983
HMDB ID	HMDB0029942
Pubchem Compound ID	66308
Kegg ID	C00216
ChemSpider ID	59687
Wikipedia ID	Arabinose
BioCyc ID	Not Available

Structural search and advanced query search is temporarily unavailable. We are working to fix this issue. Thank you for your support and patience.

D-Arabinose (M2MDB004117)

Structure for #<Compound:0xab46e140>