| Weight | 162.141 g/mol |
|---|---|
| Formula | C6H10O5 |
| Hydrogen Acceptors | 5 |
| Hydrogen Donors | 3 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 5 |
3-Deoxyglucosone (30382-30-0, 4084-27-9)
Score:
#2763 in Biochemistry
,
#5205 in Biology
,
#6819 in Chemistry
"What do you need help with?"
LabBot
- Formation of glyoxal, methylglyoxal and 3-deoxyglucosone in the glycation of proteins by glucose. (Biochemical Journal, 1999)
- Induction of apoptotic cell death by methylglyoxal and 3-deoxyglucosone in macrophage-derived cell lines. (Biochemical and Biophysical Research Communications, 1996)
- Kinetics and mechanism of the reaction of aminoguanidine with the -oxoaldehydes glyoxal, methylglyoxal, and 3-deoxyglucosone under physiological conditions (Biochemical Pharmacology, 2000)
- Neurotoxicity of methylglyoxal and 3deoxyglucosone on cultured cortical neurons: Synergism between glycation and oxidative stress, possibly involved in neurodegenerative diseases (Journal of Neuroscience Research, 1999)
- Detection of 3-deoxyfructose and 3-deoxyglucosone in human urine and plasma: Evidence for intermediate stages of the maillard reaction in vivo (Archives of Biochemistry and Biophysics, 1992)
- 3-deoxyglucosone, a promoter of advanced glycation end products in fluids for peritoneal dialysis (Peritoneal Dialysis International, 1998)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. -
SMILESC(C(C(CO)O)O)C(=O)C=O
-
InChIKeyZGCHLOWZNKRZSN-UHFFFAOYSA-N
- Pubchem - 3-Deoxyglucosone
- Wikipedia - 3-deoxyglucosone
3-Deoxyglucosone (3DG) is a dicarbonyl sugar that is synthesized through the Maillard reaction, and is metabolized to 3-deoxyfructose and 2-keto-3-deoxygluconic acid. 3DG is a precursor for the formation of advanced glycation end-products (AGEs): 3DG rapidly reacts with protein amino groups to form AGEs such as imidazolone, pyrraline, N6-(carboxymethyl)lysine, and pentosidine. 3DG as well as AGEs play a role in the modification and cross-linking of long-lived proteins such as crystallin and collagen, contributing to diseases such as the vascular complications of diabetes, atherosclerosis, hypertension, Alzheimer's disease, inflammation, and aging.
Suppliers
Most-cited Publications
Areas of Application
Safety
Alternate Names
External Links
Synthesis
Similar Compounds
2-Deoxy-D-ribose
(1724-14-7, 533-67-5)
1 alternate name
3 suppliers
10030-85-0
(3615-41-6, 10030-85-0)
1 alternate name
3 suppliers
FERROUS GLUCONATE
(299-29-6)
1 alternate name
3 suppliers
Magnesium gluconate
(3632-91-5)
1 alternate name
3 suppliers
FERROUS GLUCONATE
(299-29-6)
1 alternate name
3 suppliers
MANGANESE GLUCONATE
(6485-39-8)
1 alternate name
3 suppliers
SODIUM GLUCONATE
(527-07-1, 14906-97-9)
1 alternate name
3 suppliers
4-Hydroxycyclohexanone
(13482-22-9)
1 alternate name
3 suppliers
6-Amino-6-deoxy-D-glucose hydrochloride
(55324-97-5)
1 alternate name
3 suppliers
Methyl 2-oxogluconate
(21063-40-1)
1 alternate name
3 suppliers
3-HYDROXYNONANOIC ACID
(88930-09-0, 33796-87-1)
1 alternate name
3 suppliers
Methyl 9,10-dihydroxyoctadecanoate
(1115-01-1)
1 alternate name
3 suppliers
4-Methoxycyclohexanone
(13482-23-0)
1 alternate name
3 suppliers
NSC758
(5505-63-5)
1 alternate name
3 suppliers
4-Hydroxy-4-methylcyclohexanone
(17429-02-6)
1 alternate name
3 suppliers
4-Ethoxycyclohexanone
(23510-92-1)
1 alternate name
3 suppliers
Methyl 3-hydroxytetradecanoate
(55682-83-2)
1 alternate name
3 suppliers
Methyl 3-hydroxydecanoate
(62675-82-5)
1 alternate name
3 suppliers
Methyl 3-hydroxyoctanoate
(7367-87-5)
1 alternate name
3 suppliers
Methyl 3-hydroxydodecanoate
(72864-23-4)
1 alternate name
3 suppliers
D-Glucosamine sulphate
(29031-19-4)
1 alternate name
3 suppliers
2-Hydroxyhexadecanoic acid
(764-67-0)
1 alternate name
3 suppliers
6-Azido-6-deoxy-D-galactose
(20847-05-6, 66927-03-5)
1 alternate name
3 suppliers
6-Azido-6-deoxy-D-glucose
(20847-05-6)
1 alternate name
3 suppliers
D-12-Hydroxystearic acid
(5762-36-7)
1 alternate name
3 suppliers
D-FRUCTOSE-6-PHOSPHATE DISODIUM SALT
(26177-86-6)
1 alternate name
3 suppliers
(1-hydroxycyclohexyl)acetic acid
(14399-63-4)
1 alternate name
3 suppliers
5-Hydroxyoctan-4-one
(496-77-5)
1 alternate name
3 suppliers
Ethyl 3-hydroxyoctanoate
(7367-90-0)
1 alternate name
3 suppliers
6-(Dihydrogen phosphate)-D-glucose, dipotassium salt
(5996-17-8)
1 alternate name
3 suppliers
D-Glucose, 6-(dihydrogen phosphate), disodium salt
(3671-99-6)
1 alternate name
3 suppliers
3671-99-6
(3671-99-6)
1 alternate name
3 suppliers
Hexane-1,3,5-triol
(7327-66-4)
1 alternate name
3 suppliers
1-(1-hydroxycyclohexyl)-3,3-dimethylbutan-2-one
(59671-45-3)
1 alternate name
3 suppliers
4-Acetylbutyric acid
(3128-06-1)
1 alternate name
3 suppliers
disodium 2-hydroxypentanedioate
(40951-21-1)
1 alternate name
3 suppliers
5-Hydroxy-2-adamantanone
(20098-14-0)
1 alternate name
3 suppliers
5-Hydroxyadamantan-2-one
(20098-14-0)
1 alternate name
3 suppliers
4-oxooctanoic acid
(4316-44-3)
1 alternate name
3 suppliers
4-OXONONANOIC ACID
(6064-52-4)
1 alternate name
3 suppliers
1,3-Hexanediol
(21531-91-9)
1 alternate name
3 suppliers
Diacetone alcohol
(123-42-2)
1 alternate name
3 safety hazards
3 suppliers
7-OXOOCTANOIC ACID
(14112-98-2)
1 alternate name
3 suppliers
5-Acetylvaleric Acid
(3128-07-2)
1 alternate name
3 suppliers
Dimethyl 3-hydroxypentanedioate
(7250-55-7)
1 alternate name
3 suppliers
1,2,6-HEXANETRIOL
(106-69-4)
1 alternate name
3 suppliers
5-Oxodecanoic acid
(624-01-1)
1 alternate name
3 suppliers
5-Oxooctanoic acid
(3637-14-7)
1 alternate name
3 suppliers
2-Hydroxyvaleric acid
(6450-97-1, 617-31-2)
1 alternate name
3 suppliers
1,2-Dodecanediol
(1119-87-5)
1 alternate name
3 suppliers
1,2-OCTANEDIOL
(1117-86-8)
1 alternate name
3 suppliers
2-ketoglutaric acid
(34410-46-3, 328-50-7, 17091-15-5, 997-43-3)
1 alternate name
3 suppliers
Disodium 2-oxoglutarate
(22202-68-2, 305-72-6, 17091-15-5)
1 alternate name
3 suppliers
Methyl 5-oxohexanoate
(13984-50-4)
1 alternate name
3 suppliers
53411-70-4
(53411-70-4)
1 alternate name
3 suppliers
2-(tetrahydrofuran-2-yl)acetic acid
(2434-00-6)
1 alternate name
3 suppliers
3-Hydroxy-1-Acetyladamantane
(39917-38-9)
1 alternate name
3 suppliers
6-oxo-octanoic acid
(4233-57-2)
1 alternate name
3 suppliers
7-Oxononanoic acid
(20356-92-7)
1 alternate name
3 suppliers
6-oxoundecanoic Acid
(91214-05-0)
1 alternate name
3 suppliers
18265-46-8
(18265-46-8)
1 alternate name
3 suppliers
1-Oxaspiro[4.5]decan-8-one
(87151-60-8)
1 alternate name
3 suppliers
5057-99-8
(5057-99-8)
1 alternate name
3 suppliers
Copper tartrate
(815-82-7, 27004-40-6)
1 alternate name
3 suppliers
Disodium tartrate dihydrate
(6106-24-7)
1 alternate name
3 suppliers
5-Hydroxypentan-2-one
(1071-73-4)
1 alternate name
3 suppliers
4-Hydroxycyclohexanecarboxylic acid
(17419-81-7, 3685-26-5)
1 alternate name
3 suppliers
1,9-dioxaspiro[5.5]undecan-4-one
(1330756-23-4)
1 alternate name
3 suppliers
1-ACETYLCYCLOHEXANOL
(113336-34-8, 1123-27-9)
1 alternate name
3 suppliers
2-isopropyltetrahydro-4H-pyran-4-one
(23659-45-2)
1 alternate name
3 suppliers
3,4-dihydroxy-5-(1,2,3-trihydroxypropyl)oxolan-2-one
(89-67-8)
1 alternate name
3 suppliers
3891-59-6
(3891-59-6)
1 alternate name
3 suppliers
Methyl 6-oxoheptanoate
(2046-21-1)
1 alternate name
3 suppliers
7-oxabicyclo[4.1.0]heptane-2,3,4,5-tetrol
(6090-95-5, 23559-36-6)
1 alternate name
3 suppliers
4-Hydroxy-3-hexanone
(4984-85-4)
1 alternate name
3 suppliers
1073-79-6
(1073-79-6)
1 alternate name
3 suppliers
1-Hydroxycyclohexanecarboxylic acid
(1123-28-0)
1 alternate name
3 suppliers
5-METHYL-4-OXOHEXANOIC ACID
(41654-04-0)
1 alternate name
3 suppliers
2-aminooctadecane-1,3,4-triol
(33511-66-9)
1 alternate name
3 suppliers
Methyl 3-oxotetradecanoate
(22348-97-6)
1 alternate name
3 suppliers
7-Ethoxy-4,7-dioxoheptanoic acid
(1506-55-4)
1 alternate name
3 suppliers
Diethyl 4-oxoheptanedioate
(6317-49-3)
1 alternate name
3 suppliers
Dimethyl 2-oxoglutarate
(13192-04-6)
1 alternate name
3 suppliers
1-Hydroxycyclopentanecarboxylic acid
(16841-19-3)
1 alternate name
3 suppliers
Methyl 3-oxohexanoate
(30414-54-1)
1 alternate name
3 suppliers
3-(tetrahydro-2-furanyl)propanoic acid
(935-12-6)
1 alternate name
3 suppliers
Dicyclohexano-18-crown-6
(16069-36-6)
1 alternate name
3 suppliers
3-Hydroxyadamantane-1-acetic acid
(17768-36-4)
1 alternate name
3 suppliers
Triammonium citrate
(7632-50-0, 3458-72-8)
1 alternate name
3 suppliers
Trisodium citrate dihydrate
(6132-04-3)
1 alternate name
3 suppliers
3-Deoxyglucosone
CAS Directory
