2-keto-L-Gulonic acid (HCID 102424)

Names & identifiers

Preferred name: 2-keto-L-Gulonic acid
IUPAC: (3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoic acid
English name: 2-KETO-L-GULONIC ACID
Molecular formula: C6H12O8
Molecular weight: 212.15

Names & synonyms

2-Keto-L-gulonic acid526-98-7L-xylo-Hex-2-ulosonic acidL-xylo-2-Hexulosonic acidL-sorbosonic acid(3S,4R,5S)-3,4,5,6-tetrahydroxy-2-oxohexanoic acidL-Xylohexulosonic acid2-Oxo-l-gulonic acidL-KetoidonateL-sorbosonate2-Dehydro-L-idonateI49386U15C

Show more names

Ascorbic acid impurity C CRS2-KETO-L-GULONIC ACID HYDRATE2-Keto-L-culonic acid2-Keto-L-gulonic acid H2O (1:x)2-Keto-L-gulonic acid hydrate,90%2-Keto-L-gulonic acid hydrateE chemL-xylo-2-Hexulosonicacid, hydrate (9CI)L-xylo-2-Hexulosonic acid, hydrate (1:?)(3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid xhydrate

DTXSID901031512CHEBI:36602RefChem:87760GlyTouCan:G17407TXDTXCID101516528G17407TX208-403-52-oxo-L-gulonate

Database identifiers

CAS: 342385-52-8、526-98-7
PubChem CID: 102424
DTXSID: DTXSID901031512
ChEBI: CHEBI:19543
UNII: I49386U15C
EC Number: 208-403-5、627-666-0
Nikkaji: J15.074F

Properties

Computed structural properties

XLogP: -2.9
Topological polar surface area: 135 Å²
Hydrogen bond donors: 5
Hydrogen bond acceptors: 7
Rotatable bonds: 5
Heavy atoms: 13
Formal charge: 0
Complexity: 201

Physicochemical properties

Melting point: 159 · 159-162 °C
storage temp.: Hygroscopic, Refrigerator, under inert atmosphere
solubility: DMSO (Slightly), Water (Slightly)
form: Solid
color: Off-White to Pale Beige
Stability: Hygroscopic
InChI: InChI=1/C6H10O7.H2O/c7-1-2(8)3(9)4(10)5(11)6(12)13;/h2-4,7-10H,1H2,(H,12,13);1H2/t2-,3+,4-;/s3
InChIKey: AJDGHHWRQQMMDK-KORJBYCENA-N
SMILES: [C@@H](O)(C(=O)C(=O)O)[C@H](O)[C@@H](O)CO.O |&1:0,7,9,r|
FDA UNII: 49386 U15C · I49386U15C
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H315-H335
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 37 · 37/39-26-36

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationStatus: Active Update: 05-06-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/2059

Hazard Classes and Categories · 2 items

Eye Irrit. 2 (50%)；Eye Irrit. 2 (50%)

Skin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

Regulatory information

Regulatory InformationStatus: Active Update: 05-06-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/2059

Safety data

risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 37/39-26-36
Hazard statements: H319-H315-H335
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications · 2 items

UsesL-xylo-2-Hexulosonic Acid Hydrate is the direct precursor of vitamin C (A786990); a physiological antioxidant and coenzyme for a number of hydroxylation reactions. Required for collagen synthesis and widely distributed in plants and animals. Inadequate intake results in deficiency syndromes such as scurvy. Also used as an antimicrobial and antioxidant in foodstuffs.

Uses2-Keto-L-gulonic Acid is used in biological studies for the formation of sorbitol metabolism by Acetobacter melanogenus.

Suppliers50 total

湖北万得化工有限公司15377098680 15377098680 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

杭州品高化工有限公司0571-87658025 · [email protected]

Additional notes

DefinitionChEBI: 2-dehydro-L-idonic acid is a ketoaldonic acid. It is functionally related to a L-idonic acid and a L-gulonic acid. It is a conjugate acid of a 2-dehydro-L-idonate.