Delta-Gluconolactone

Names

[ CAS No. ]:
90-80-2

[ Name ]:
Delta-Gluconolactone

[Synonym ]:
D-Gluconolactone
EINECS 202-016-5
δ-Gluconolactone
(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one
D-Gluconic acid-1,5-lactone
D-Glucono-1,5-lactone
D-Glucono-d-lactone
gluconolactone
D-Gluconic acid 1,5-lactone
d-gluconic acid d-lactone
Delta-Gluconolactone
Gluconic acid lactone
δ-Gluconic acid d-lactone
δ-Gluconic acid δ-lactone
MFCD00006647
Glucono δ-lactone
D-Gluconic acid lactone
D-Gluconic acid, δ-lactone
D-(+)-Glucono-1,5-lactone

Biological Activity

[Description]:

D-(+)-Glucono-1,5-lactone is a polyhydroxy (PHA) that is capable of metal chelating, moisturizing and antioxidant activity.

[Related Catalog]:

Natural Products >> Saccharides and Glycosides

Research Areas >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

D-(+)-Glucono-1,5-lactone is a lactone (cyclic ester) of D-gluconic acid. D-(+)-Glucono-1,5-lactone is commonly found in honey, fruit juices, personal lubricants, and wine. D-(+)-Glucono-1,5-lactone is neutral, but hydrolyses in water to gluconic acid which is acidic, adding a tangy taste to foods, though it has roughly a third of the sourness of citric acid. It is metabolized to glucose; one gram of D-(+)-Glucono-1,5-lactone yields roughly the same amount of metabolicenergy as one gram of sugar. Upon addition to water, GDL is partially hydrolysed to gluconic acid, with the balance between the lactone form and the acid form established as a chemical equilibrium. The rate of hydrolysis of D-(+)-Glucono-1,5-lactone is increased by heat and high pH[1].

[References]

[1]. Xu Y, et al. Aggregation and structural changes of silver carp actomyosin as affected by mild acidification with D-gluconic acid δ-lactone. Food Chem. 2012 Sep 15;134(2):1005-10.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
0.6

[ Boiling Point ]:
230.35°C

[ Melting Point ]:
151-155 ºC

[ Molecular Formula ]:
C₆H₁₀O₆

[ Molecular Weight ]:
178.140

[ Flash Point ]:
192.3±20.3 °C

[ Exact Mass ]:
178.047745

[ PSA ]:
107.22000

[ LogP ]:
-2.38

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.608

[ Water Solubility ]:
500 g/L (20 ºC)

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LZ5184000

CHEMICAL NAME :: Gluconic acid, delta-lactone, D-

CAS REGISTRY NUMBER :: 90-80-2

LAST UPDATED :: 199803

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C6-H10-O6

MOLECULAR WEIGHT :: 178.16

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 5 mmol/L

REFERENCE :: AMICCW Archives of Microbiology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secacus, NJ 07094) V.95- 1974- Volume(issue)/page/year: 109,157,1976 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80419 No. of Facilities: 3748 (estimated) No. of Industries: 25 No. of Occupations: 33 No. of Employees: 20328 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80419 No. of Facilities: 3645 (estimated) No. of Industries: 12 No. of Occupations: 28 No. of Employees: 184229 (estimated) No. of Female Employees: 157249 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn: Harmful;Xi: Irritant;

[ Risk Phrases ]:
R21

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
LZ5184000

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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