(3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one

• ChemBase ID: 104818
• Molecular Formular: C6H10O6
• Molecular Mass: 178.14
• Monoisotopic Mass: 178.04773804
• SMILES: O=C1O[C@H]([C@@H](O)CO)[C@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]([C@H]1OC(=O)[C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m0/s1
• InChIKey: SXZYCXMUPBBULW-SKNVOMKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
• IUPAC Traditional name: L-gulonolactone
• Synonyms: L(+)-Gulono-1,4-lactone; L-Gulonic acid γ-lactone; L-Gulonic γ-lactone; L-(+)-Gulono-1,4-lactone; L-Gulono-1,4-lactone; L-GULONO-γ-LACTONE; L(+)-古洛糖酸-1,4-内酯; L-古洛糖酸 γ-内酯; L-古洛糖酸 γ-内酯; L-(+)-古洛糖酸-1,4-内酯

Database IDs

• CAS Number: 1128-23-0
• MDL Number: MFCD00064331
• Beilstein Number: 83002
• PubChem SID: 24858787; 24873594; 162091787
• PubChem CID: 439373

CALCULATED PROPERTIES

• Acid pKa: 11.62354
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.7452736
• LogD (pH = 7.4): -2.745299
• Log P: -2.745273
• Molar Refractivity: 34.7788 cm^3
• Polarizability: 14.633189 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183-187 °C; 187-190 °C(lit.)
• Optical Rotation: [α]19/D +55°, c = 4 in H2O; [α]20/D +55±1°, c = 10% in H2O

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (T); 95%
• Grade: purum
• Empirical Formula (Hill Notation): C6H10O6

DETAILS

MP Biomedicals - 02157286

(L-Gulono-1,4-lactone)

Sigma Aldrich - 310301

Packaging
5, 25 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 310301.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.