Compound: l-ascorbic acid
SMILES: O=C1O[C@H]([C@@H](O)CO)C(=C1O)O
InChIKey: CIWBSHSKHKDKBQ-JLAZNSOCSA-N
Synonyms: l-ascorbic acid, ascorbic acid, vitamin C, 50-81-7, L(+)-Ascorbic acid, Ascoltin, Ascorbicap, Cevitamic acid, Allercorb, Ascorbajen, Ascorin, Ascorteal, Ascorvit, Cantaxin, Cebicure, Cegiolan, Ceglion, Cenetone, Cergona, Cetemican, Cevatine, Redoxon, Viscorin, Vitacimin, Vitacin, Cantan, Cebion, Cereon, Cecon, Celin, Cevex, Hicee, Catavin C, Laroscorbine, Testascorbic, Ascorbutina, Celaskon, Cescorbat, Cevitamin, Citriscorb, Colascor, Concemin, Lemascorb, Proscorbin, Roscorbic, Viforcit, Vitamisin, Vitascorbol, Adenex, Ascorb, Cebione, Cemagyl, Cemill, Cetamid, Cevimin, Cevital, Cevitan, Cevitex, Ciamin, Ribena, Vicelat, Vitace, Vitacee, Cebid, Cipca, Xitix, Antiscorbic vitamin, Davitamon C, Arco-cee, Planavit C, Ce lent, L-Xyloascorbic acid, Liqui-Cee, Vicomin C, Cee-Vite, Scorbacid, Scorbu-C, Antiscorbutic vitamin, Duoscorb, C-Level, C-Vimin, Cetane-Caps TD, Cewin, C-Long, C-Quin, C-Span, Meri-C, Cee-Caps TD, Ce-Mi-Lin, L-Lyxoascorbic acid, Cetane-Caps TC, 3-Oxo-L-gulofuranolactone, Acidum ascorbicum, Natrascorb injectable, 3-Keto-L-gulofuranolactone, IDO-C, L-(+)-Ascorbic Acid, Acidum ascorbinicum, CE-VI-Sol, Acido ascorbico, Ascor-B.I.D., Acide ascorbique, Kyselina askorbova, Dora-C-500, L-3-Ketothreohexuronic acid lactone, FEMA No. 2109, Ascor, NCI-C54808, Ascorbicum acidum, L-threo-Hex-2-enonic acid, gamma-lactone, Ascorbic acid, l-, PQ6CK8PD0R, Hex-2-enonic acid gamma-lactone, L-threo-, NSC 33832, Vitamin c (as ascorbic acid), INS NO.300, DTXSID5020106, INS-300, L-threo-hex-2-enono-1,4-lactone, NSC-33832, NSC-218455, (2R)-2-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one, (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one, E300, DTXCID90106, CHEBI:29073, (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one, cevibid, E 300, Magnesium Ascorbicum, Ascorbic Acid, Monosodium Salt, NSC33832, vitamin-c, (5R)-5-((1S)-1,2-DIHYDROXYETHYL)-3,4-DIHYDROXYFURAN-2(5H)-ONE, Haliborange, Asorbicap, Clairfore, scar clearing, Ascur, CleanFlex, vitaminum C, (2R)-2-((1S)-1,2-dihydroxyethyl)-3,4-dihydroxy-2H-furan-5-one, Facial Serum, Hair Vitamin, New Clairfore, Vital life, Bassett's, Redoxon c, Redoxon chew-c, (5R)-5-((1S)-1,2-dihydroxyethyl)-3,4-dihydroxy-2,5-dihydrofuran-2-one, Acid, Ascorbic, C Vitamin, L Ascorbic Acid, Vitamin C Drops, Amerix Vitamin C, Leonas Vitamin C, Ascorbate, Sodium, Top c, Acid, L-Ascorbic, Ascorbate, Ferrous, HICELl, Ascorbic Acid 5%, PureVita Vitamin C, Pro-agingsuper serum, Redoxon slow release, Ascorbate, Magnesium, Vitamin C 500mg, Moisturizer Face Cream, VITA RICH, Ascorbic Acid 1505, Dr Cellapy SR Premium, RefChem:6617, Vitamin C 10 %, Vitamin C 15 %, VITAMIN C SERUM, VIT C, Ascor L 500, di-L-Ascorbate, Magnesium, Vitamin C 500 mg/5 mL, AROMACURA SHOWER FILTER, 3-Oxo-L-gulofuranolactone (enol, CHEBI:22652, VITAMIN C WHITENING SERUM, CHEBI:176783, Srripo 20% VITAMIN C SERUM, GZE NIACINAMIDE WHITE SET BOX, GZE TURMERIC VC PEEL OFF MASK, RosmarinusOfficinalis(Rosemary)LeafOil, VITARAIN VITAMIN SHOWER FILTER, VITA RICH VITAMIN SHOWER FILTER, JoyPrettyin VITAMIN C WHITENING SERUM, MIELLEROSEMARYMINTSCALPHAIRSTRENGTHENINGOIL, 2-(1,2-dihydroxyethyl)-4,5-dihydroxy-furan-3-one, 200-066-2, Cenolate, Hybrin, Natrascorb, Secorbate, Cevalin, Cevi-Bid, Cortalex, Ferancee, Stuartinic, Tolfrinic, (R)-5-((S)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one, L-Threoascorbic acid, Chromagen, Kyselina askorbova [Czech], L-threo-Ascorbic acid, Caswell No. 061B, Acide ascorbique [INN-French], Acido ascorbico [INN-Spanish], Acidum ascorbicum [INN-Latin], (+)-Ascorbic acid, 3-Oxo-L-gulofuranolactone (enol form), MFCD00064328, Cetebe, Ascorbyl radical, L-Ascorbic acid (GMP), component of E and C-Level, component of Endoglobin Forte, Ascorbicab, E-300, CCRIS 57, component of Cortalex, component of Ferancee, HSDB 818, 6730-29-6, NCGC00164357-01, L-Ascorbic acid 1000 microg/mL in Acetonitrile, Kangbingfeng, Chewcee, Citrovit, Juvamine, 53262-66-1, Antiscorbutic factor, Ceklin, Vasc, Rovimix C, Scorbu C, Ascorbinsaeure, Parentrovite, Cell C, Viscorin 100M, Ronotec 100, Suncoat VC 40, Rontex 100, Ascorbicap (TN), Xyloascorbic acid, L-, Ascoltin (TN), [14C]ascorbic acid, Ascorbic acid [BAN:INN:JAN], [14C]-ascorbic acid, ascorbic acid (vit C), L-Ascorbic acid, meets USP testing specifications, 2-(1,2-Dihydroxyethyl)-4,5-dihydroxyfuran-3-one, EINECS 200-066-2, UNII-PQ6CK8PD0R, Cevitamate, L-lyxoascorbate, L-xyloascorbate, .Ascorbinsaure, 3eka, Ester C, (+)-ascorbate, Ascorbic acid CRS, L(+)-ascorbate, L-Ascorbic acid, free radical form, L-(+)-ascorbate, Ascorbic acid [USP:INN:BAN:JAN], (2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyfuran-3-one, Prestwick3_000325, GlyTouCan:G06868CT, L-Ascorbic acid, 99%, ASCOR (TN), SCHEMBL785, hex-1-enofuranos-3-ulose, bmse000182, VITAMIN C [VANDF], Vitamin C (Ascorbic acid), ASCORBIC ACID [II], ASCORBIC ACID [MI], SCHEMBL4430, L-Ascorbic acid (Standard), ASCORBIC ACID [FCC], ASCORBIC ACID [INN], ASCORBIC ACID [JAN], L-Ascorbic acid, FCC, FG, L-Ascorbic Acid, Free Acid, ASCORBIC ACID [FHFI], ASCORBIC ACID [HSDB], BSPBio_000329, (r)-5-(1,2-dihydroxy-ethyl)-3,4-dihydroxy-5h-furan-2-one, L-ascorbic acid (vitamin C), MLS002153776, ASCORBIC ACID [VANDF], CHEMBL40274, L-Ascorbic acid, cell culture, ASCORBIC ACID [MART.], BPBio1_000363, GTPL4532, GTPL4781, L-Ascorbic acid, reagent grade, orb1310160, orb3139774, ASCORBIC ACID [USP-RS], ASCORBIC ACID [WHO-DD], ASCORBIC ACID [WHO-IP], L-Ascorbic acid, >=99.0%, SCHEMBL29881878, HY-B0166G, HY-B0166R, DTXSID50986567, MSK1523, Ascorbic acid (JP18/USP/INN), HMS2096A11, HMS2231N16, HMS3713A11, HMS6018P18, L-Ascorbic acid ACS reagent grade, L-threo-Hex-1-enofuranos-3-ulose, (2R)-2-[(1S)-1,2-Dihydroxyethyl]-4,5-dihydroxy-furan-3-one, 62624-30-0, ALBB-038638, ASCORBIC ACID [ORANGE BOOK], G06868CT, HY-B0166, L-Threoascorbic acid,Antiscorbutic factor,Vitamin C;(R)-5-((S)-1,2-Dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one, Tox21_110315, Tox21_112104, Tox21_202127, Tox21_302958, ASCORBIC ACID [EP MONOGRAPH], EBC-03892, gamma-lactone L-threo-Hex-2-enonate, HB1238, L-Ascorbic acid, analytical standard, L-Ascorbic acid, AR, >=99.5%, s3114, ASCORBIC ACID [USP MONOGRAPH], AKOS016843589, Tox21_112104_1, CCG-207946, DB00126, FA00736, L-Ascorbic acid, mixt. with vitamin B, NSC 218455, ACIDUM ASCORBICUM [WHO-IP LATIN], gamma-lactone L-threo-Hex-2-enonic acid, L-Ascorbic acid, ACS reagent, >=99%, NCGC00091517-01, NCGC00091517-02, NCGC00091517-03, NCGC00091517-06, NCGC00188972-01, NCGC00256504-01, NCGC00259676-01, BP-12831, DA-61251, DA-61252, SMR001233160, L-Ascorbic acid, plant cell culture tested, L-Ascorbic acid, reagent grade, crystalline, A0537, AB00376923, Ascorbic Acid (L-Ascorbic Acid; Vitamin C), CS-0626121, NS00001126, SW198791-2, L-Ascorbic acid, BioUltra, >=99.5% (RT), L-Ascorbic acid, tested according to Ph.Eur., C00072, D00018, E80759, EN300-708766, L-Ascorbic acid, p.a., ACS reagent, 99.0%, 2,3-DEHYDRO-L-THREO-HEXONO-1,4-LACTONE, AB00376923_04, AB00376923_05, L-Ascorbic acid, JIS special grade, >=99.0%, L-Ascorbic acid, Vetec(TM) reagent grade, 99%, F093967, L-Ascorbic acid, BioXtra, >=99.0%, crystalline, Q199678, L-Ascorbic acid, puriss. p.a., >=99.0% (RT), Q27101942, 47A605F0-4187-47A8-B0CE-F9E7DA1B0076, L-Ascorbic acid, p.a., ACS reagent, reag. ISO, 99.7%, Ascorbic acid, British Pharmacopoeia (BP) Reference Standard, Ascorbic acid, European Pharmacopoeia (EP) Reference Standard, L-Ascorbic acid, certified reference material, TraceCERT(R), L-Ascorbic acid, powder, cell culture tested, gamma-irradiated, Ascorbic acid, United States Pharmacopeia (USP) Reference Standard, (5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one (non-preferred name), L-Ascorbic acid, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99%, L-Ascorbic acid, suitable for cell culture, suitable for plant cell culture, >=98%, L-Ascorbic acid; Vitamin C; (R)-5-((S)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one, L-Ascorbic acid, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., 99.7-100.5% (oxidimetric)
Theoretical properties:
molecular_formula: C6H8O6
molecular_weight: 176.12 g/mol
exact_mass: 176.03208797 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 12
topological_polar_surface_area: 107 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals (usually plates, sometimes needles, monoclinic system)
color: Crystals (usually plates, sometimes needles, monoclinic system)
odor: Odorless
melting_point: 374 to 378 °F (decomposes) (NTP, 1992)
density: 1.65 (NTP, 1992) - Denser than water; will sink
solubility: greater than or equal to 100 mg/mL at 73 °F (NTP, 1992)
Descriptions:
pubchem: L-ascorbic acid is the L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate. It has a role as a geroprotector, a coenzyme, a cofactor, a flour treatment agent, a plant metabolite, a food antioxidant, a food colour retention agent and a skin lightening agent. It is a vitamin C and an ascorbic acid. It is a conjugate acid of a L-ascorbate. It is an enantiomer of a D-ascorbic acid.
chebi: The <small>L</small>-enantiomer of ascorbic acid and conjugate acid of <small>L</small>-ascorbate.
chembl: ASCORBIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Ascorbic acid is an organic compound with the formula C6H8O6, originally called hexuronic acid. It is a white solid, but impure samples can appear yellowish.  It dissolves freely in water to give mildly acidic solutions.  It is a mild reducing agent.
Ascorbic acid exists as two enantiomers (mirror-image isomers), commonly denoted "l" (for "levo") and "d" (for "dextro"). The l isomer is the one most often encountered: it occurs naturally in many foods, and is one form ("vitamer") of vitamin C, an essential nutrient for humans and many animals. Deficiency of vitamin C causes scurvy, formerly a major disease of sailors in long sea voyages. It is used as a food additive and a dietary supplement for its antioxidant properties. The "d" form (erythorbic acid) can be made by chemical synthesis, but has no major biological role.