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
Weitere Namen anzeigen
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
- Formalladung
- 0
- Komplexität
- 50
Experimentelle und physikochemische Eigenschaften
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
- Löslichkeit
- Ethanol, Methanol, Water
- pka
- 4.51 · 4.51(at 25℃)
- Aggregatzustand
- Colourless Solution
- Farbe
- Colorless to Almost colorless
- Wasserlöslichkeit
- 270.1 g/L · 270.1g/L(25 ºC)
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONING - MISCELLANEOUS
- InChI
- InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)
- InChIKey
- ALRHLSYJTWAHJZ-UHFFFAOYSA-N
- SMILES
- C(O)(=O)CCO
- CAS Datenbank
- 503 · 503-66-2(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
Toxikologische Informationen
Health Effects
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
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)
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
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Anwendungen
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.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
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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