Glyceraldehyde

HCID 751CAS 367-47-5
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Basic information

Standard SMILES
O=CC(O)CO
InChIKey
MNQZXJOMYWMBOU-UHFFFAOYSA-N
Molecular formula
C3H6O3
Average molar mass
90.08 g/mol
Monoisotopic mass
90.03169405

Overview

Glyceraldehyde is an aldotriose comprising propanal having hydroxy groups at the 2- and 3-positions. It plays role in the formation of advanced glycation end-products (AGEs), a deleterious accompaniment to ageing. It has a role as a fundamental metabolite.

Names & identifiers

Preferred name
Glyceraldehyde
IUPAC
2,3-dihydroxypropanal
English name
DL-GLYCERALDEHYDE
Molecular formula
C3H6O3
Molecular weight
90.08

Names & synonyms

glyceraldehyde2,3-DihydroxypropanalGlyceric aldehydeGlyceroseGlycerinaldehydeGlycerinformal2,3-Dihydroxypropionaldehyde367-47-5alpha,beta-dihydroxypropionaldehydeU 1188CHEBI:5445RefChem:143771
Show more names
NSC 67934-PRO-ASN-OHdl-glyceraldehyd(+-)-glyceraldehyddl-glycericaldehyde
GlyTouCan:G99103VBG99103VB206-695-9DL-Glyceraldehyde56-82-6Propanal, 2,3-dihydroxy-DL-GLYCAldotriose

Database identifiers

CAS
367-47-5、56-82-6
PubChem CID
751
DTXSID
DTXSID90861586
ChEMBL
CHEMBL173813
ChEBI
CHEBI:5445
UNII
DI19XSG16H
EC Number
200-290-0、206-695-9
Nikkaji
J5.790H

Properties

Computed structural properties

XLogP
-1.6
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
6

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Monosaccharides and Derivatives
Solubility17 mg/mL
Melting Point145 °C
Physical Description · 2 items

Solid; [Merck Index] Off-white solid; [Acros Organics MSDS]

Solid

Physicochemical properties

Melting point
144 · 144-145 °C(lit.)
Boiling point
107.25 °C · 107.25°C (rough estimate)
alpha
20 · [α]D20 -0.3～+0.3゜ (c=2.5, H2O)
Density
1.593 g/cm3 · 1.593 g/cm3 (-5℃)
refractive index
1.454 · 1.4540 (estimate)
storage temp.
2 · 2-8°C

Safety & regulation

Hazard information

Regulatory Information · 2 items

Chemical: Propanal, 2,3-dihydroxy-

Propanal, 2,3-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (rat) = 2,000 mg/kg; [RTECS] May cause irritation; [Acros Organics MSDS]

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

F
10-23
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
MA6475000
hs_code
29124990

Chemistry & industry

Pharmacology

Tissue LocationsNeuron
Cellular LocationsCytoplasm
Metabolite PathwaysD-glyceric acidura

Uses & manufacturing

General Manufacturing InformationPropanal, 2,3-dihydroxy-: ACTIVE
Applications · 3 items

UsesDL-Glyceraldehyde has been used:as modifying reagent in the preparation of crystallization solution as a substrate to measure aldose reductase activityin the preparation of d/l-glyceraldehyde stock to determine the specific activity of GAPDH (glyceraldehyde 3-phosphate dehydrogenase)

UsesIsotope labelled Glyceraldehyde is the simplest of all aldoses and have been shown to be the one of the carbonyl metabolite of dietary fructose.

General DescriptionGlyceraldehyde is a simple monosaccharide. Based on the number of carbon atoms and the type of carbonyl group present, glyceraldehyde belongs to subgroup triose. It is a colourless and sweet compound.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]

Additional notes

DefinitionIsomeric with dihydroxyacetone. It is produced by the oxidation of sugars in the body. As the simplest aldose, the conformation of dand lglyceraldehydes has been designated the reference standard for dand l-carbohydrates and derivatives.

Related reactions

39 records
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Linked notes

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