| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| July 10th, 2008 | 12 | Yes |
Popular Name: vitamin c vitamin c
Find On: PubMed — Wikipedia — Google
CAS Numbers: 1129294-89-8 , 114040-31-2 , 134-03-2 , 15421-15-5 , 15431-40-0 , 1987-71-9 , 299-36-5 , 50-81-7 , 52174-99-9 , 5743-27-1 , 5743-28-2 , 62624-30-0 , 89-65-6 , [134-03-2] , [5743-28-2]
(2R)-2-[(1S)-1,2-Dihydroxyethyl]-4,5-dihydroxy-furan-3-one
(2R)-2-[(1S)-1,2-dihydroxyethyl]-4,5-dihydroxyfuran-3-one
(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyfuran-2(5H)-one
(R)-5-((S)-1,2-Dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one
2-(1,2-Dihydroxyethyl)-4,5-dihydroxyfuran-3-one
2-dehydro-L-idonic acid-1,4-lactone; L-xylo-Hex-2-ulono-1,4-lactone; L-xylo-Hexulonolactone
3-Oxo-L-gulofuranolactone (enol form)
47A605F0-4187-47A8-B0CE-F9E7DA1B0076
5-(1,2-dihydroxyethyl)-3,4-dihydroxy-2(5H)-furanone
5-(1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one
5-(1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one (non-preferred name)
50-81-7; Ascorbate; Ascorbic acid; C00072; L-Ascorbate; L-Ascorbic acid; Vitamin C
50-81-7; Ascorbic acid; Prestwick_683
5743-27-1; Ascorbic acid calcium salt; Calcium Ascorbate (TN); D07575
5743-28-2; Calcium ascorbate (USP); D02293
acide ascorbique; acido ascorbico; acidum ascorbicum; ascorbic acid
Ascorbic Acid, Monosodium Salt
Ascorbicap; Ascorbinsaeure; E 300; E-300; E300; L-(+)-ascorbic acid; Vitamin C; acidum ascorbinicum
C03289; L-xylo-Hex-2-ulono-1,4-lactone; L-xylo-Hexulonolactone
CHEBI:2868; CHEBI:43473; CHEBI:40892; CHEBI:17208; CHEBI:21240
CHEBI:6981; CHEBI:25385; CHEBI:14614
CPD-329; L-xylo-hex-3-ulono-1,4-lactone; L-xylo-hexulonolactone
Hex-2-enonic acid gamma-lactone, L-threo-
L-(+)-Ascorbic Acid [50-81-7]; (Vitamin C)
L-(+)-Ascorbic acid, ACS, 99+%
L-3-Ketothreohexuronic acid lactone
L-ascorbic acid 2-sulfate dipotassium salt
L-Ascorbic acid sodium salt, 99%
L-Ascorbic acid, free radical form
L-Isoascorbinsaeure; L-araboascorbic acid
l-threo-hex-1-eofuranos-3-ulose
L-threo-Hex-2-enonic acid, gamma-lactone
L-threo-hex-2-enono-1,4-lactone
L-xylo-hex-2-ulono-1,4-lactone
L-xylo-Hex-2-ulono-1,4-lactone; L-xylo-Hex-3-ulono-1,4-lactone; L-xylo-Hexulonolactone
monodehydro-L-ascorbate; monodehydroascorbate anion
Potassium (R)-2-((S)-1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -4.12 | -5.47 | -13.37 | 2 | 6 | 0 | 107 | 175.116 | 2 | ↓ |
| Hi High (pH 8-9.5) | -4.12 | -4.62 | -15.59 | 2 | 6 | 0 | 107 | 175.116 | 2 | ↓ |
| Hi High (pH 8-9.5) | -0.93 | -8.02 | -141.02 | 3 | 6 | -2 | 120 | 174.108 | 2 | ↓ |
| Mid Mid (pH 6-8) | -4.12 | -5.29 | -11.31 | 3 | 6 | 0 | 104 | 176.124 | 2 | ↓ |
| Mid Mid (pH 6-8) | -2.12 | -8.69 | -10.68 | 4 | 6 | 0 | 107 | 176.124 | 2 | ↓ |
| Mid Mid (pH 6-8) | -2.69 | -6.42 | -13.07 | 3 | 6 | 0 | 110 | 175.116 | 2 | ↓ |
| Mid Mid (pH 6-8) | -1.40 | -6.58 | -42.81 | 3 | 6 | -1 | 110 | 175.116 | 2 | ↓ |
| Lo Low (pH 4.5-6) | -4.12 | -5.56 | -13.55 | 3 | 6 | 0 | 104 | 176.124 | 2 | ↓ |
| Lo Low (pH 4.5-6) | -4.12 | -6.39 | -11.42 | 3 | 6 | 0 | 104 | 176.124 | 2 | ↓ |
| Lo Low (pH 4.5-6) | -4.12 | -4.62 | -12.33 | 3 | 6 | 0 | 104 | 176.124 | 2 | ↓ |
| Lo Low (pH 4.5-6) | -4.12 | -5.84 | -11.47 | 3 | 6 | 0 | 104 | 176.124 | 2 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Mp [°C] | 190 - 192 | Acros Organics |
| Melting_Point | 190-193? dec. | Alfa-Aesar |
| Melting_Point | 190-193° dec. | Alfa-Aesar |
| MP | 190-194 °C (dec.) | Indofine |
| MP | 190-194° (dec) | Oakwood Chemical |
| MP | 190-194° (dec.) | Oakwood Chemical |
| MP | 192 | TCI |
| MP | 192 - 196 | Enamine Building Blocks |
| MP | 193 - 195 | Enamine Building Blocks |
| MP | 193...195 | Enamine Building Blocks |
| ALOGPS_SOLUBILITY | 2.45e+02 g/l | DrugBank-nutriceuticals |
| Mp [°C] | 219 - 221 | Acros Organics |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Purity | 99% | Fluorochem |
| UniProt Database Links | ACCO1_ARATH; ACCO1_BRAJU; ACCO1_CUCME; ACCO1_DICDI; ACCO1_DICMU; ACCO1_DORSP; ACCO1_MALDO; ACCO1_ORYSI; ACCO1_ORYSJ; ACCO1_PETHY; ACCO1_SOLLC; ACCO2_ARATH; ACCO2_DORSP; ACCO2_MALDO; ACCO2_SOLLC; ACCO3_ARATH; ACCO3_CUCME; ACCO3_PETHY; ACCO4_ARATH; ACCO4_PE | ChEBI |
| UniProt Database Links | ACET1_MAIZE; ACET1_ORYSJ; ACET2_ORYSJ; ACFR2_MAIZE; MDAR1_ARATH; MDAR2_ARATH; MDAR2_SOYBN; MDAR3_ARATH; MDAR4_ARATH; MDARF_CUCSA; MDARP_ARATH; MDARS_CUCSA; MDAR_PEA; MDAR_SOLLC; NEC3_NICLS | ChEBI |
| UniProt Database Links | ACFR1_ARATH; ACFR2_ARATH; ACFR3_ARATH; ACFR4_ARATH; APX1_ARATH; APX1_HYDVD; APX1_ORYSI; APX1_ORYSJ; APX1_PEA; APX2_ARATH; APX2_ORYSJ; APX3_ARATH; APX3_ORYSI; APX3_ORYSJ; APX4_ORYSJ; APX5_ARATH; APX5_ORYSJ; APX6_ARATH; APX6_ORYSJ; APX7_ORYSJ; APX8_ORYSJ; A | ChEBI |
| Therapy | antiscorbutic, antiviral | SMDC Pharmakon |
| Melting_Point | ca 191? dec. | Alfa-Aesar |
| Melting_Point | ca 191° dec. | Alfa-Aesar |
| Target | Cyclin-A2(P20248)&Cell division protein kinase 2(P24941)&Cell division protein kinase 4(P11802)&G1/S-specific cyclin-D1(P24385)&Serine/threonine-protein kinase Sgk1(O00141)&Plasminogen activator inhibitor 1(P05121)&Regucalcin(Q15493)&Transforming growth f | Herbal Ingredients Targets |
| PUBCHEM_PATENT_ID | EP0001002A1; EP0002262A1; EP0002264A1; EP0006658A1; EP0006659A1; EP0007676A1; EP0007710A1; EP0007985A1; EP0010392A1; EP0011963A1; EP0012804A1; EP0014531A1; EP0014569A2; EP0015156A1; EP0016962A1; EP0017746A1; EP0018107A1; EP0019423A1; EP0021261A1; EP002162 | IBM Patent Data |
| PUBCHEM_PATENT_ID | EP0686203A1; US5750872; US5849290; WO1987006128A1; WO1996031115A1; WO1999057986A1; WO1999064612A1; WO2000065039A2 | IBM Patent Data |
| Patent Database Links | EP0947523; EP1004304; EP1514540; EP1538151; EP1541155; EP1568283; EP1586315; EP1652527; EP1661982; EP1666484; EP1679071; EP1688130; EP1710301; EP1731146; EP1894558; EP1932530; US2002082274; US2002151533; US2003097029; US2004067914; US2005019878; US2005085 | ChEBI |
| UniProt Database Links | GGLO_BOVIN; GGLO_MOUSE; GGLO_PIG; GGLO_RAT; GGLO_SCYTO; GULDH_MYCTU | ChEBI |
| SOLUBILITY | H2O: 50 mg/mL at 20 °C, clear, nearly colorless | Indofine |
| Target | Others | Selleck Chemicals |
| Reactome Database Links | REACT_11095; REACT_11100; REACT_111191; REACT_11120; REACT_120853; REACT_121152; REACT_15372 | ChEBI |
| Reactome Database Links | REACT_11100 | ChEBI |
| Reactome Database Links | REACT_111191 | ChEBI |
| S phrase | S24/25: Avoid contact with skin and eyes. | Acros Organics |
| Target | Vitamin | Selleck Chemicals |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ADA2B-3-E | Alpha-2b Adrenergic Receptor (cluster #3 Of 3), Eukaryotic | Eukaryotes | 1 | 1.05 | Functional ≤ 10μM |
| Z80156-5-O | HL-60 (Promyeloblast Leukemia Cells) (cluster #5 Of 12), Other | Other | 9700 | 0.58 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ADA2B_HUMAN | P18089 | Alpha-2b Adrenergic Receptor, Human | 0.5 | 1.09 | Functional ≤ 10μM |
| Z80156 | Z80156 | HL-60 (Promyeloblast Leukemia Cells) | 10 | 0.93 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Catecholamine biosynthesis | |
| Collagen biosynthesis and modifying enzymes | |
| TET1,2,3 and TDG demethylate DNA | |
| Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation | |
| Vitamin C (ascorbate) metabolism |
|
| Description | Species |
|---|---|
| Adrenaline signalling through Alpha-2 adrenergic receptor | |
| Adrenoceptors | |
| G alpha (i) signalling events | |
| G alpha (z) signalling events |
No pre-computed analogs available. Try a structural similarity search.