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

• ChemBase ID: 12
• Molecular Formular: C6H8O6
• Molecular Mass: 176.12412
• Monoisotopic Mass: 176.03208798
• SMILES: O1C(=O)C(=C(O)[C@H]1[C@H](CO)O)O
• Canonical SMILES: OC[C@@H]([C@H]1OC(=O)C(=C1O)O)O
• InChI: InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
• InChIKey: CIWBSHSKHKDKBQ-JLAZNSOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: vitamin C
• Brand Name: Adenex; Allercorb; Antiscorbic Vitamin; Antiscorbutic Vitamin; Arco-Cee; Ascoltin; Ascor-B.I.D.; Ascorb; Ascorbajen; Ascorbicab; Ascorbicap; Ascorbicin; Ascorbin; Ascorbutina; Ascorin; Ascorteal; Ascorvit; C-Level; C-Long; C-Quin; C-Span; C-Vimin; Cantan; Cantaxin; Catavin C; Ce Lent; Cebicure; Cebid; Cebion; Cebione; Cecon; Cee-Caps Td; Cee-Vite; Cegiolan; Ceglion; Celaskon; Celin; Cemagyl; Cemill; Cenetone; Cenolate; Cereon; Cergona; Cescorbat; Cetamid; Cetane; Cetane-Caps Tc; Cetane-Caps Td; Cetebe; Cetemican; Cevalin; Cevatine; Cevex; Cevi-Bid; Cevimin; Cevital; Cevitamic Acid; Cevitamin; Cevitan; Cevitex; Cewin; Ciamin; Cipca; Citriscorb; Colascor; Concemin; Davitamon C; Duoscorb; Hicee; Hybrin; IDO-C; Kyselina Askorbova; Laroscorbine; Lemascorb; Liqui-Cee; Meri-C; Natrascorb; Planavit C; Proscorbin; Redoxon; Ribena; Roscorbic; Scorbacid; Scorbu-C; Secorbate; Sodascorbate; Testascorbic; Vicelat; Vicin; Vicomin C; Viforcit; Viscorin; Vitace; Vitacee; Vitacimin; Vitacin; Vitamisin; Vitascorbol; Xitix
• Synonyms: Acidum ascorbicum; L-(+)-Ascorbic acid, ACS; L-(+)-Ascorbic acid; (R)-5-((S)-1,2-Dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one; L-Ascorbic acid; Vitamin C; Ascorbic acid; L-Threoascorbic acid; Antiscorbutic factor; AA; Ascorbic Acid; L-Ascorbate; L-Ascorbic Acid; Ascorbate; L-Lyxoascorbic Acid; L-Xyloascorbic Acid; Vitamin C; L-(+)-抗坏血酸, ACS; L-(+)-抗坏血酸; L-(+)-抗坏血酸维生素C; L-维生素 C; 抗坏血病因子; 维生素 C; L-抗坏血酸

Database IDs

• CAS Number: 50-81-7
• EC Number: 200-066-2
• MDL Number: MFCD00064328
• Beilstein Number: 84272
• Merck Index: 14830
• PubChem SID: 24890632; 24890417; 24891042; 24871532; 24891432; 24859847; 24890649; 160963475; 24900863; 24890105; 24890635; 24890875; 24890107; 24855464; 24891246; 24890106; 24890857
• PubChem CID: 54670067; 5785
• CHEBI ID: 29073
• ATC CODE: A11GA01; S01XA15; G01AD03; A11G
• CHEMBL: 196
• Chemspider ID: 10189562
• DrugBank ID: DB00126
• FEMA ID: 2109
• KEGG ID: D00018
• Unique Ingredient Identifier: PQ6CK8PD0R
• Wikipedia Title: Vitamin_C; Ascorbic_acid
• E Number: E300

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.3599176
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.082243
• LogD (pH = 7.4): -4.8322015
• Log P: -1.9135588
• Molar Refractivity: 37.0321 cm^3
• Polarizability: 14.376429 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.58
• LOG S: 0.14
• Solubility (Water): 2.45e+02 g/l

PROPERTIES

• Solubility: 10 g/L in glycerol; 20 g/L in ethanol; 330 g/L in water; 40 g/L; 50 g/L in propylene glycol; H2O: soluble0.5 M, clear, colorless; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble10 mg/mL; H2O: soluble50 mg/mL at 20 °C, clear, almost colorless; insoluble in diethyl ether, chloroform, benzene, petroleum ether, oils, fats in other solvents
• Apperance: powder; Powder; White or light yellow solid; white to off-white crystalline; white to off-white powder; white to slightly yellow crystalline
• Melting Point: 190 - 192°C (decomp.); 190°C (374°F); 190-193°C dec.; 190-194 °C (dec.); ca 191°C dec.
• Boiling Point: 553°C (1027.4°F)
• Density: 1.65; 1.65 g/cm^3; 1.694 g/cm^3
• Optical Rotation: [α]20/D +20.5 to +21.5°, c = 10% in H2O; [α]20/D +21±0.5°, c = 10% in H2O; [α]25/D +20.5 to +21.5° in H2O; [α]25/D 19.0 to 23.0°, c = 10% in H2O; +21 (c=10 in water)
• Hydrophobicity(logP): -0.5
• pKa: 4.10 (first), 11.6 (second)
• pH: 1.0-2.5 (25 °C, 1 M in H2O); 2.1-2.6 (20 °C, 5%); 2.2-2.5 (25 °C, 50 mg/mL in H2O)

• RTECS: CI7650000
• German water hazard class: 1
• TSCA Listed: 是
• NFPA704:
  

  1

  1

  0
• LD50: 11.9 g/kg (oral, rat)
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C
• Regulation Compliance: FCC; FDA 21 CFR (172.280); FDA 21 CFR (182.3013); FDA 21 CFR (182.8013)

• Admin Routes: oral
• Bioavailability: rapid & complete
• Excretion: renal
• Half Life: varies according to plasma concentration
• Protein Bound: negligible
• Legal Status: general public availability
• Pregnancy Category: A
• Gene Information: human ... SLC23A2(9962)
• Allergens: no known allergens

• Purity: ≥98%; ≥99%; ≥99.0%; ≥99.0% (RT); ≥99.5% (RT); ≥99.9998% (metals basis); 98%; 98+%; 99%; 99.7-100.5% (oxidimetric); 99+%
• Grade: ACS reagent; ACS reagent, reag. ISO, reag. Ph. Eur.; analytical standard; JIS special grade; Ph Eur; puriss. p.a.; reagent grade; TraceSELECT®
• Packaging: ampule of 1000 mg
• Suitability: cell culture tested; complies for appearance of solution; meets USP testing specifications; passes test for identity (IR); plant cell culture tested; suitable for cell culture; suitable for plant cell culture
• Ignition Residue: <0.1%; ≤0.05% (as SO4); ≤0.1%; ≤0.1% (as SO4)
• Impurities: ≤0.0005% Phosphorus (P); ≤0.001% heavy metals (as Pb); ≤0.1% Insoluble matter; insoluble matter, passes filter test; related substances, in accordance (HPLC)
• Cation Traces: Ag: ≤0.01 mg/kg; Al: ≤0.0005%; Al: ≤0.05 mg/kg; Al: ≤5 mg/kg; As: ≤0.005 mg/kg; As: ≤0.1 mg/kg; As: ≤1 mg/kg; Au: ≤0.01 mg/kg; Ba: ≤0.01 mg/kg; Ba: ≤5 mg/kg; Be: ≤0.01 mg/kg; Bi: ≤0.01 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; Ca: ≤0.1 mg/kg; Ca: ≤10 mg/kg; Cd: ≤0.01 mg/kg; Cd: ≤5 mg/kg; Ce: ≤0.01 mg/kg; Co: ≤0.01 mg/kg; Co: ≤5 mg/kg; Cr: ≤0.05 mg/kg; Cr: ≤5 mg/kg; Cs: ≤0.01 mg/kg; Cu: ≤0.0005%; Cu: ≤0.01 mg/kg; Cu: ≤5 mg/kg; Dy: ≤0.01 mg/kg; Er: ≤0.01 mg/kg; Eu: ≤0.01 mg/kg; Fe: ≤0.0005%; Fe: ≤0.001%; Fe: ≤0.1 mg/kg; Fe: ≤2 mg/kg; Fe: ≤5 mg/kg; Ga: ≤0.01 mg/kg; Gd: ≤0.01 mg/kg; Ge: ≤0.05 mg/kg; heavy metals (as Pb): ≤0.002%; Hf: ≤0.01 mg/kg; Hg: ≤0.01 mg/kg; Ho: ≤0.01 mg/kg; In: ≤0.01 mg/kg; Ir: ≤0.01 mg/kg; K: ≤0.005%; K: ≤0.1 mg/kg; K: ≤50 mg/kg; La: ≤0.01 mg/kg; Li: ≤0.01 mg/kg; Li: ≤5 mg/kg; Lu: ≤0.01 mg/kg; Mg: ≤0.0005%; Mg: ≤0.05 mg/kg; Mg: ≤5 mg/kg; Mn: ≤0.01 mg/kg; Mn: ≤5 mg/kg