3-Hydroxypropionsure

3-Hydroxypropionic acid

HCID 68152CAS 503-66-2

Grundinformationen

Standard-SMILES
O=C(O)CCO
InChIKey
ALRHLSYJTWAHJZ-UHFFFAOYSA-N
Summenformel
C3H6O3
Durchschnittliche Molmasse
90,08 g/mol
Monoisotopische Masse
90,03169405

Überblick

3-hydroxypropionic acid is a 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group. It has a role as an Escherichia coli metabolite and a human metabolite. It is an omega-hydroxy-short-chain fatty acid and a 3-hydroxy monocarboxylic acid. It is functionally related to a propionic acid. It is a conjugate acid of a 3-hydroxypropionate.

Namen und Bezeichner

Bevorzugter Name
3-Hydroxypropionic acid
IUPAC
3-hydroxypropanoic acid
Lokaler Name
3-Hydroxypropionsure
Englischer Name
3-Hydroxypropionic acid
Summenformel
C3H6O3
Molmasse
90.08

Namen und Synonyme

3-Hydroxypropionic acid503-66-23-Hydroxypropanoic acidHydracrylic acidbeta-Hydroxypropionic acidhydroxypropionic acidEthylene lactic acidbeta-Lactic acid3-HydroxypropanoateC4ZF6XLD2Xbeta-hydroxypropionateCHEBI:33404
Weitere Namen anzeigen
beta-lacticacid.beta.-Lacticacid2-deoxy-glycericaciRARECHEM AL BO 01932-deoxy-Glycericacid
DTXSID50198305RefChem:94392DTXCID40120796207-974-8Propanoic acid, 3-hydroxy-3-HYDROXY-PROPANOIC ACIDEthylenelacticacidGlyceric acid, 2-deoxy-

Datenbank-Bezeichner

CAS
503-66-2
PubChem CID
68152
DTXSID
DTXSID50198305
ChEMBL
CHEMBL1205969
ChEBI
CHEBI:33404
UNII
C4ZF6XLD2X
EC Number
207-974-8
Nikkaji
J6.213H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1
Polarare Oberfläche (TPSA)
57,5 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
6

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesDielectric constant
Melting Point< 25 °C
Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt
16.8 °C · 16.8°C (estimate)
Siedepunkt
212 °C · 212°C (rough estimate)
Dichte
1.066 g/mL · 1.066 g/mL at 25 °C
Brechungsindex
1.4489 · 1.4489
Flammpunkt
110 ° · >110°
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 6.7% (3 of 45) of reports.

Danger

H302 (88.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (88.9%)

Toxikologische Informationen

Health Effects · 1 Eintrag

Chronically high levels of hydroxypropionic acid are associated with at least 5 inborn errors of metabolism including: Biotinidase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria, Methylmalonic, Aciduria Due to Cobalamin-Related Disorders and Propionic acidemia.

Toxicity Summary · 1 Eintrag

3-hydroxypropionic acid (3HP) toxicity is mediated by 3-hydroxypropionic aldehyde (reuterin). 3HP toxicity is also proposed to be related to inhibition of the chorismate and threonine super-pathways. Generally, the toxicity mechanism of 3HP is not understood at the molecular level. (A15450)

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

Sicherheitsdaten

wgk
WGK 1
hs_code
29181990
risk_code
36/37/38-41-37/38-22
hazard_code
Xi,Xn
safety_code
26-36/37/39-39
Speicherklasse
10 - Combustible liquids

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm
Metabolite PathwaysMalonic Aciduria

Verwendung und Herstellung

UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Anwendungen · 2 Einträge

Beschreibung3-Hydroxypropionic acid (3-HP) is considered as a potential building block either for organic synthesis or high performance polymers.It is a 3-carbon carboxylic acid, structural isomer of lactic acid, which naturally exists in some thermophilic archaea and bacteria. This organic compound has been pointed out by the US Department of Energy as a promising biomass derivate, which could potentially be used for the production of high added-value chemicals like1,3-propanediol, acrylic acid, acrylamide, and bioplastics. Being 3-HP a commercially valuable, important platform chemical, researches have been conducted about its production on commercial scale, mainly from renewable sources. The biological production of 3-HP from glycerol and glucose, both based on microbial fermentation, are among the main routes studied. More specifically, research activities have been devoted to goals such as identifying novel biochemical pathways, metabolic engineering of microbial strains for the production of 3-HP, and improvements of cultivation techniques to increase 3-HP production titers. Despite intense research efforts, there are still important bottlenecks for cost efficient, large scale biological production of 3-Hydroxypropionic Acid.

VerwendenA three carbon non-chiral compound, 3-Hydroxypropionic acid can be used as a building block for industrial chemicals.

Anbieter50 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group.

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