Compound: LACTOBIONIC ACID
SMILES: O=C(O)[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@@H]([C@H](O)[C@@H]([C@H]1O)O)CO)[C@H](O)CO
InChIKey: JYTUSYBCFIZPBE-AMTLMPIISA-N
Synonyms: LACTOBIONIC ACID, 96-82-2, 4-O-beta-D-Galactopyranosyl-D-gluconic acid, 4-(beta-D-Galactosido)-D-gluconic acid, DTXSID3048861, 65R938S4DV, DTXCID6028787, CHEBI:55481, RefChem:798371, GlyTouCan:G18874TB, G18874TB, D-GLUCONIC ACID, 4-O-BETA-D-GALACTOPYRANOSYL-, 202-538-3, MFCD00078147, D-Gluconic acid, 4-O-b-D-galactopyranosyl-, (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid, C12H22O12, D-Gluconic acid, 4-O-.beta.-D-galactopyranosyl-, (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexanoic acid, UNII-65R938S4DV, maltobionic-acid, CAS-96-82-2, NCGC00016356-01, (2R,3R,4R,5R)-2,3,5,6-Tetrahydroxy-4-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexanoic acid, Prestwick_560, EINECS 202-538-3, Lactobionic acid CRS, NSC15850, Lactobionic acid, purum, 4-O-B-D-galactopyranosyl-D-gluconic acid, Lactobionic acid, 97%, 110638-68-1, 4-O-|A-D-Galactopyranosyl-D-gluconic acid, Prestwick0_000452, Prestwick1_000452, Prestwick2_000452, Prestwick3_000452, SCHEMBL24870, BSPBio_000524, LACTOBIONIC ACID [II], LACTOBIONIC ACID [MI], SPBio_002463, BPBio1_000578, orb1299253, CHEMBL3039602, LACTOBIONIC ACID [MART.], LACTOBIONIC ACID [USP-RS], LACTOBIONIC ACID [WHO-DD], HMS1569K06, HMS2096K06, HY-N7059, Methyl (R)-(-)-2-Chloromandelate, Tox21_113353, MSK160860, s4964, AKOS015896798, AKOS015924795, LACTOBIONIC ACID [EP IMPURITY], Tox21_113353_1, CCG-214227, CS-W011829, EBC-616365, LACTOBIONIC ACID [EP MONOGRAPH], Lactobionic acid, cell impermeant agent, OL03220, NCGC00179532-01, NCGC00179532-03, (2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanoic acid, 4-O-beta-galactopyranosyl-d-gluconic acid, AS-16070, DA-54763, SY035643, 4-O-ss-D-galactopyranosyl-D-gluconic acid, Lactobionic acid (*Calcium salt*) (VAN), L0005, Lactobionic acid, (*Calcium salt (2:1)*), NS00014344, C22921, D70310, F493706, Q6138969, BRD-K01624185-001-05-7, D0229170-C0EC-40FC-A777-BF34018EED2A, Lactobionic acid, European Pharmacopoeia (EP) Reference Standard
Theoretical properties:
molecular_formula: C12H22O12
molecular_weight: 358.30 g/mol
exact_mass: 358.11112613 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 9
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 8
heavy_atom_count: 24
topological_polar_surface_area: 218 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Lactobionic acid is a disaccharide formed between beta-D-galactose and D-gluconic acid. It has a role as an antioxidant. It is functionally related to a lactose. It is a conjugate acid of a lactobionate.
chebi: A disaccharide formed between β-<small>D</small>-galactose and <small>D</small>-gluconic acid.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Lactobionic acid (4-O-β-galactopyranosyl-D-gluconic acid) is a sugar acid.  It is a disaccharide formed from gluconic acid and galactose.  It can be formed by oxidation of lactose.  The carboxylate anion of lactobionic acid is known as lactobionate.
As an acid, lactobionic acid can form salts with mineral cations such as calcium, potassium, sodium and zinc.  Calcium lactobionate is a food additive used as a stabilizer. Potassium lactobionate is added to organ preservation solutions such as Viaspan or CoStorSol to provide osmotic support and prevent cell swelling. Mineral salts of lactobionic acid are also used for mineral supplementation.
Lactobionic acid is also used in the cosmetics industry as an antioxidant and in the pharmaceutical industry as an excipient for formulation. For example, the antibiotic erythromycin is used as the salt erythromycin lactobionate when intravenously delivered.