Np mrd loader

Record Information
Version2.0
Created at2020-11-23 18:26:10 UTC
Updated at2022-02-10 15:50:21 UTC
NP-MRD IDNP0002654
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-(+)-Arabinose
Provided ByBMRBBMRB logo
DescriptionL-Arabinose, also known as BETA-L-arabinose or L-arabinopyranose, belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. L-Arabinose is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. L-Arabinose, with regard to humans, has been found to be associated with several diseases such as colorectal cancer and eosinophilic esophagitis; L-arabinose has also been linked to the inborn metabolic disorder ribose-5-phosphate isomerase deficiency. L-(+)-Arabinose was first documented in 2021 (PMID: 34543107). Based on a literature review a significant number of articles have been published on L-Arabinose (PMID: 34541742) (PMID: 34531843) (PMID: 34515844) (PMID: 34507733) (PMID: 34499201).
Structure
Thumb
Synonyms
ValueSource
BETA-L-ARABINOSEChEBI
WURCS=2.0/1,1,0/[a211h-1b_1-5]/1/ChEBI
b-L-ARABINOSEGenerator
Β-L-arabinoseGenerator
b-L-ArabinopyranoseHMDB
Β-L-arabinopyranoseHMDB
L-ArabinopyranoseHMDB
PectinoseHMDB
beta-L-ArabinopyranoseHMDB
ArabinopyranoseHMDB
ArabinoseHMDB
L-ArabinoseHMDB
Chemical FormulaC5H10O5
Average Mass150.1299 Da
Monoisotopic Mass150.05282 Da
IUPAC Name(2S,3R,4S,5S)-oxane-2,3,4,5-tetrol
Traditional Nameβ-L-arabinopyranose
CAS Registry NumberNot Available
SMILES
O[C@H]1CO[C@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m0/s1
InChI KeySRBFZHDQGSBBOR-KLVWXMOXSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-02-10View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentoses
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.6ALOGPS
logP-2.3ChemAxon
logS0.91ALOGPS
pKa (Strongest Acidic)11.31ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity29.96 m³·mol⁻¹ChemAxon
Polarizability13.37 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000646
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012306
KNApSAcK IDC00001113
Chemspider ID388821
KEGG Compound IDC02479
BioCyc IDBETA-L-ARABINOSE
BiGG IDNot Available
Wikipedia LinkArabinose
METLIN IDNot Available
PubChem Compound439764
PDB IDNot Available
ChEBI ID40886
Good Scents IDrw1006871
References
General References
  1. Marghani D, Ma Z, Centone AJ, Huang W, Malik M, Bakshi CS: An AraC/XylS Family Transcriptional Regulator Modulates the Oxidative Stress Response of Francisella tularensis. J Bacteriol. 2021 Nov 5;203(23):e0018521. doi: 10.1128/JB.00185-21. Epub 2021 Sep 20. [PubMed:34543107 ]
  2. De Doncker M, De Graeve C, Franceus J, Beerens K, Kren V, Pelantova H, Vercauteren R, Desmet T: Exploration of GH94 Sequence Space for Enzyme Discovery Reveals a Novel Glucosylgalactose Phosphorylase Specificity. Chembiochem. 2021 Dec 2;22(23):3319-3325. doi: 10.1002/cbic.202100401. Epub 2021 Oct 7. [PubMed:34541742 ]
  3. Jeannot K, Hagart K, Dortet L, Kostrzewa M, Filloux A, Plesiat P, Larrouy-Maumus G: Detection of Colistin Resistance in Pseudomonas aeruginosa Using the MALDIxin Test on the Routine MALDI Biotyper Sirius Mass Spectrometer. Front Microbiol. 2021 Aug 31;12:725383. doi: 10.3389/fmicb.2021.725383. eCollection 2021. [PubMed:34531843 ]
  4. Chen Q, Xu W, Wu H, Guang C, Zhang W, Mu W: An overview of D-galactose utilization through microbial fermentation and enzyme-catalyzed conversion. Appl Microbiol Biotechnol. 2021 Oct;105(19):7161-7170. doi: 10.1007/s00253-021-11568-5. Epub 2021 Sep 13. [PubMed:34515844 ]
  5. Wen M, Cui Y, Dong CX, Zhang L: Quantitative changes in monosaccharides of Keemun black tea and qualitative analysis of theaflavins-glucose adducts during processing. Food Res Int. 2021 Oct;148:110588. doi: 10.1016/j.foodres.2021.110588. Epub 2021 Jul 3. [PubMed:34507733 ]
  6. Malan AK, Tuleski T, Catalan AI, de Souza EM, Batista S: Herbaspirillum seropedicae expresses non-phosphorylative pathways for D-xylose catabolism. Appl Microbiol Biotechnol. 2021 Oct;105(19):7339-7352. doi: 10.1007/s00253-021-11507-4. Epub 2021 Sep 9. [PubMed:34499201 ]