(5R)-5-[(1S)-1,2-dihydroxyethyl]-4-[({[(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]oxy}ferrio)oxy]-3-hydroxy-2,5-dihydrofuran-2-one

• ChemBase ID: 132550
• Molecular Formular: C12H14FeO12
• Molecular Mass: 406.07736
• Monoisotopic Mass: 405.98346339
• SMILES: C([C@@H]([C@@H]1C(=C(C(=O)O1)O)O[Fe]OC1=C(C(=O)O[C@@H]1[C@H](CO)O)O)O)O
• Canonical SMILES: OC[C@@H]([C@H]1OC(=O)C(=C1O[Fe]OC1=C(O)C(=O)O[C@@H]1[C@H](CO)O)O)O
• InChI: InChI=1S/2C6H8O6.Fe/c2*7-1-2(8)5-3(9)4(10)6(11)12-5;/h2*2,5,7-10H,1H2;/q;;+2/p-2/t2*2-,5+;/m00./s1
• InChIKey: RFBYLSCVRUTUSB-ZZMNMWMASA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-[(1S)-1,2-dihydroxyethyl]-4-[({[(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2,5-dihydrofuran-3-yl]oxy}ferrio)oxy]-3-hydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: (5R)-5-[(1S)-1,2-dihydroxyethyl]-4-[({[(2R)-2-[(1S)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2H-furan-3-yl]oxy}ferrio)oxy]-3-hydroxy-5H-furan-2-one
• Synonyms: Ferrous ascorbate; (+)-Iron(II) L-ascorbate; L-(+)-Ascorbic acid iron(II) salt; Vitamin C iron(II) salt; L-(+)-抗坏血酸 亚铁盐; 维生素 C 亚铁盐

Database IDs

• CAS Number: 24808-52-4
• EC Number: 246-469-7
• MDL Number: MFCD00137682
• PubChem SID: 24890411; 162226827
• PubChem CID: 54695720

CALCULATED PROPERTIES

• Acid pKa: 7.6343966
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -4.06138
• LogD (pH = 7.4): -4.278021
• Log P: -4.0582
• Molar Refractivity: 71.6354 cm^3
• Polarizability: 31.410694 Å^3
• Polar Surface Area: 192.44 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: dark brown crystalline

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (calc. based on dry substance, RT); ≥90% (titration)
• Loss on Drying: ≤10% loss on drying
• Empirical Formula (Hill Notation): C12H14FeO12

DETAILS

Sigma Aldrich - A0207

Caution
May darken in storage.
Biochem/physiol Actions
Iron-ascorbate (ferrous-ascorbate) is used as a reagent in cell culture and other systems to evaluate various aspects of oxidative stress and anti-oxidation mechanisms.