3-Hydroxybutanoic acid, (R)- (HCID 92135)

Überblick

(R)-3-hydroxybutyric acid is the R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis. It has a role as a pheromone, a fungal metabolite and a human metabolite. It is a 3-hydroxybutyric acid and a ketone body. It is a conjugate acid of a (R)-3-hydroxybutyrate. It is an enantiomer of a (S)-3-hydroxybutyric acid.

Namen und Bezeichner

Bevorzugter Name: 3-Hydroxybutanoic acid, (R)-
IUPAC: (3R)-3-hydroxybutanoic acid
Lokaler Name: (R)-3-Hydroxybuttersure
Englischer Name: (R)-3-Hydroxybutyric acid
Summenformel: C4H8O3
Molmasse: 104.1

Namen und Synonyme

625-72-9(R)-3-Hydroxybutyric acidButanoic acid, 3-hydroxy-, (3R)-3-D-hydroxybutyric acid3-Hydroxybutanoic acid, (R)-(-)-beta-Hydroxybutyrate, D-b-Hydroxybutyrate148ULJ1DF4EINECS 210-909-6CHEBI:170663-HYDROXYBUTYRIC ACID, (R)3-HYDROXYBUTYRIC ACID, (R)-

Weitere Namen anzeigen

d-beta-hydroxybutyrateD-3-Hydroxybutyric acid(R)-β-Hydroxybutyric acid(3R)-3-hydroxybutanoic acid(R)-3-HydroxybutyrateD(-)-3-HydroxybutyrateD-(-)-3-Hydroxybutyrate(R)-3-HydroxybuttersureLactic acid impurity 118

D-(-)-.BETA.-HYDROXYBUTYRIC ACID.BETA.-HYDROXYBUTYRIC ACID L-FORM [MI]3-hydroxy-butyrateD-(-)-beta-HYDROXYBUTYRIC ACIDRefChem:502534BETA-HYDROXYBUTYRIC ACID L-FORM210-909-6(R)-3-Hydroxybutanoic acid

Datenbank-Bezeichner

CAS: 625-72-9
PubChem CID: 92135
DTXSID: DTXSID3041829
ChEMBL: CHEMBL1162484
ChEBI: CHEBI:17066
UNII: 148ULJ1DF4
EC Number: 210-909-6
Nikkaji: J5.217E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,5
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 7
Formalladung: 0
Komplexität: 69,3

Experimentelle und physikochemische Eigenschaften

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]

Melting Point49 - 50 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 49 · 49-50 °C(lit.)
Siedepunkt: 90 · 90-92 °C(Press: 0.08 Torr)
Dichte: 1.195 · 1.195±0.06 g/cm3(Predicted)
Flammpunkt: 112 °C · 112 °C
storage temp.: 2 · Sealed in dry,2-8°C
Löslichkeit: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly), Water (Slightly)
Aggregatzustand: Oil to Semi-Solid
pka: 4.36 · 4.36±0.10(Predicted)
Farbe: Colourless to Pale Yellow
BRN: 1720568 · 1720568
Kosmetik-Inhaltsstoffe Funktionen: PLASTICISERHUMECTANTANTI-SEBUM
InChI: InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1
InChIKey: WHBMMWSBFZVSSR-GSVOUGTGSA-N
SMILES: C(O)(=O)C[C@H](O)C
CAS Datenbank: 625 · 625-72-9(CAS DataBase Reference)
EPA chemische Informationen: 3 · Butanoic acid, 3-hydroxy-, (3R)- (625-72-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 82 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F: 3-10
wgk: 3
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Metabolite PathwaysFatty Acid Biosynthesis

Anwendungen · 2 Einträge

Beschreibung(R)-3-Hydroxybutanoic acid is a metabolite, and converted from acetoacetic acid catalyzed by 3-hydroxybutyrate dehydrogenase. It is a monomer of PHB (poly[(R)-3-hydroxybutyrate]) with wide industrial and medical applications. It can also serve as chiral precursor for synthesis of pure biodegradable PHB and its copolyesters.

Verwenden(R)-3-Hydroxybutyric acid may be used in the preparation of copolymers by reacting with various hydroxyalkanoic acids. It may also be used in the preparation of (3R,4R)-4-acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Anbieter50 Anbieter

湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]

上海摩睿化学科技有限公司13382110328 15255501563 · [email protected]

山东泰诚生物科技有限公司18769832557 18769832557 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: (R)-3-hydroxybutyric acid is the R-enantiomer of 3-hydroxybutyric acid. Involved in the synthesis and degradation of ketone bodies, it can be used as an energy source by the brain during hypoglycaemia, and for the synthesis of biodegradable plastics. It is a sex pheremone in the European spider Linyphia triangularis. It has a role as a human metabolite, a pheromone and a fungal metabolite. It is a ketone body and a 3-hydroxybutyric acid. It is a conjugate acid of a (R)-3-hydroxybutyrate. It is an enantiomer of a (S)-3-hydroxybutyric acid.