(3S,4R)-3,4,5-trihydroxypentanal

• ChemBase ID: 67226
• Molecular Formular: C5H10O4
• Molecular Mass: 134.1305
• Monoisotopic Mass: 134.0579088
• SMILES: O=CC[C@H](O)[C@H](O)CO
• Canonical SMILES: O[C@H]([C@@H](CO)O)CC=O
• InChI: InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1
• InChIKey: ASJSAQIRZKANQN-CRCLSJGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3,4,5-trihydroxypentanal
• IUPAC Traditional name: deoxyribose
• Synonyms: 2-Deoxy-D-erythro-pentose; Deoxyribose; 2-Deoxy-D-ribose; D-erythro-2-Deoxypentose; 2-Deoxy-D-arabinose; 2-Deoxy-D-erythropentose; Thyminose; 2-Deoxy-D-ribose; (3S,4R)-3,4,5-trihydroxypentanal; 2-脱氧-D-赤戊糖; D-2-脱氧核糖; 胸腺糖; 2-脱氧-D-核糖

Database IDs

• CAS Number: 533-67-5
• EC Number: 208-573-0
• MDL Number: MFCD00135904
• Beilstein Number: 1721978
• PubChem SID: 24847465; 24858851; 24893979; 162032962
• PubChem CID: 5460005
• CHEBI ID: 28816
• Chemspider ID: 4573703
• Wikipedia Title: Deoxyribose

CALCULATED PROPERTIES

• Acid pKa: 11.596483
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2228675
• LogD (pH = 7.4): -2.2228947
• Log P: -2.2228673
• Molar Refractivity: 30.0449 cm^3
• Polarizability: 12.021338 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Very soluble in water
• Apperance: White solid
• Melting Point: 83-86°C; 89-90 °C(lit.); 91°C
• Optical Rotation: [α]20/D -56±2°, 24 hr, c = 1% in H2O; [α]22/D -59°, c = 1 in H2O
• Hydrophobicity(logP): -1.416

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT
• RTECS: SB7230000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (TLC); 95%; 95+%; 97%
• Suitability: suitable for cell culture
• Ignition Residue: ≤0.5% (as SO4)
• Loss on Drying: ≤1% loss on drying, 20 °C (HV)
• Empirical Formula (Hill Notation): C5H10O4

DETAILS

MP Biomedicals - 02150779

Crystalline

MP Biomedicals - 02194657

Cell Culture Reagent
Crystalline

Sigma Aldrich - D5899

包装
10 mg in autosmp vl

Sigma Aldrich - 31170

Application
2-Deoxy-D-ribose is used to study processes of oxidative stress and glycation in vivo and in vitro. 2-Deoxy-D-ribose, an endothelial-cell chemoattractant and angiogenesis-inducing factor, is used to study processes of tumor angiogenesis and progression mediated at the level of thymidine phosphorylase activity.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 31170.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 121649

Packaging
1, 5 g in glass bottle
25 g in poly bottle