Methyl 3-hydroxymyristate

HCID 180523

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Grundinformationen

CAS: 55682-83-2
Standard-SMILES: CCCCCCCCCCCC(O)CC(=O)OC
InChIKey: UOZZAMWODZQSOA-UHFFFAOYSA-N
Summenformel: C15H30O3
Durchschnittliche Molmasse: 258,4 g/mol
Monoisotopische Masse: 258,21949482

Überblick

a quorum sensing signal; structure in first source

Namen und Bezeichner

Bevorzugter Name: Methyl 3-hydroxymyristate
IUPAC: methyl 3-hydroxytetradecanoate
Englischer Name: 3-Hydroxy Myristic Acid Methyl Ester
Summenformel: C15H30O3
Molmasse: 258.4

Namen und Synonyme

Methyl 3-hydroxymyristateRefChem:1574953-OH MAMEMethyl 3-hydroxytetradecanoate55682-83-23-Hydroxy Myristic Acid Methyl Ester104871-97-8METHYL (+/-)-3-HYDROXYMYRISTATETetradecanoic acid, 3-hydroxy-, methyl ester3-HYDROXYTETRADECANOIC ACID METHYL ESTERorb1693486SCHEMBL2504944

Weitere Namen anzeigen

Methyl (±)-3-hydroxymyristateMethyl 3-hydroxytetradecanoate, 3-Hydroxy fatty acid methyl ester

DTXSID50971039Methyl (+/-)-3-hydroxymyristateAKOS040755437AT48061HY-W3424993-HYDROXY C14:0 METHYL ESTER3-Hydroxytetradecanoic acid methyl ester, DL-beta-Hydroxymyristic acid methyl esterDB-052771

Datenbank-Bezeichner

CAS: 55682-83-2
PubChem CID: 180523
DTXSID: DTXSID50971039
Nikkaji: J109.454H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 5
Polarare Oberfläche (TPSA): 46,5 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 13
Schwere Atome: 18
Formalladung: 0
Komplexität: 192

Physikochemische Eigenschaften

Schmelzpunkt: 34 · 34-38°C
Siedepunkt: 359.1 · 359.1±15.0 °C(Predicted)
Dichte: 0.931 · 0.931±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
pka: 13.91 · 13.91±0.20(Predicted)
Farbe: White to Pale Yellow
InChI: InChI=1S/C15H30O3/c1-3-4-5-6-7-8-9-10-11-12-14(16)13-15(17)18-2/h14,16H,3-13H2,1-2H3
InChIKey: UOZZAMWODZQSOA-UHFFFAOYSA-N
SMILES: C(OC)(=O)CC(O)CCCCCCCCCCC

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung3-hydroxy Myristic acid methyl ester is a hydroxylated fatty acid methyl ester that has been found in E. camaldulensis and E. torelliana extracts. It is active against M. tuberculosis (MIC = 49.5 μg/ml) and is non-cytotoxic to Vero cells (IC50 = >100 μM). 3-hydroxy Myristic acid methyl ester is also a volatile compound that contributes to the aroma of red wild strawberries (F. pentaphylla) but is not present in cultivated strawberries (Fragaria x ananassa). [Matreya, LLC. Catalog No. 1736]

Verwenden3-Hydroxytetradecanoic Acid Methyl Ester is used in the preparation of (S)-3-hydroxytetradecanoic acid and synthesis of unnatural analogs of lipid A containing the (S)-acid.