15-HYDROXYPENTADECANOIC ACID

15-HYDROXYPENTADECANOIC ACID Basic information
Product Name:15-HYDROXYPENTADECANOIC ACID
Synonyms:15-HYDROXYPENTADECANOIC ACID;OMEGA-HYDROXY C15:0;15-Hydroxypentadecanoic acid, 99+%;15-Hydroxypentadecanoic acid 97%;15-HYDROXYPENTADECANOATE;15-HydroxypentadecanoicAcid>;15-Hydroxytenate;Pentadecanoic acid, 15-hydroxy-
CAS:4617-33-8
MF:C15H30O3
MW:258.4
EINECS:225-026-1
Product Categories:CMLLYL;Biochemicals and Reagents;Building Blocks;C13 to C42+;Carbonyl Compounds;Carboxylic Acids;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Hydroxycarboxylic Acids;Chemical Synthesis;Fatty Acids and conjugates;Fatty Acyls;Hydroxy Fatty Acids;Lipids;Organic Building Blocks;C13 to C42+Fatty Acids;Carbonyl Compounds;Carboxylic Acids;Hydroxy fatty acids;Saturated fatty acids and derivatives
Mol File:4617-33-8.mol
15-HYDROXYPENTADECANOIC ACID Structure
15-HYDROXYPENTADECANOIC ACID Chemical Properties
Melting point 85-89 °C(lit.)
Boiling point 174-220 °C(Press: 4 Torr)
density 0.963±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Slightly, Sonicated), DMSO (Slightly)
pka4.78±0.10(Predicted)
form Solid
color White to Off-White
BRN 1240100
InChIKeyBZUNJUAMQZRJIP-UHFFFAOYSA-N
CAS DataBase Reference4617-33-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Safety Statements 24/25
WGK Germany 3
Hazard Note Irritant
HS Code 2915907098
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
15-HYDROXYPENTADECANOIC ACID Usage And Synthesis
Description15-hydroxy Pentadecanoic acid is a hydroxylated fatty acid that has been used in the synthesis of the macrocyclic lactone musk compounds exaltolide and phoracantholide I. [Matreya, LLC. Catalog No. 1881]
Chemical Propertieswhite to light yellow crystalline powder
Uses15-Hydroxypentadecanoic acid is suitable reagent used in the following studies:
  • As an internal standard in the quantification of formation of 11-hydroxylauric acid by gas chromatography.
  • In the synthesis of [16-14C]16DCA (DCA= dicarboxylic acid) by one-carbon elongation procedure at C15.
  • As an internal standard for the normalization of intensities in the mass spectra of plant cutin polymer.
It may be used in the synthesis of 5-pentadecanolide on dealuminated HY zeolite and also fatty acid analog of podophyllotoxin.
DefinitionChEBI: An omega-hydroxy fatty acid that is pentadecanoic acid in which one of the hydrogens of the terminal methyl group has been replaced by a hydroxy group.
General Description15-Hydroxypentadecanoic acid undergoes lactonization reaction catalyzed by Mucor javanicus L46 and Mucor miehei to afford macrocyclic mono- and oligolactone derivatives. Its lipase-catalyzed synthesis from 15-tetracosenoic acid in Malania Olcifera Chum oil has been proposed. It also participates in the biosynthesis of pentadecanolide.
15-HYDROXYPENTADECANOIC ACID Preparation Products And Raw materials
Preparation ProductsCyclopentadecanolide-->METHYL 15-HYDROXYPENTADECANOATE
Nystatin URSOLIC ACID METHYL ESTER Ursodeoxycholic acid Sodium cholate LITHOCHOLIC ACID CAULOPHYLLOGENIN Sodium deoxycholate Hyodeoxycholic acid Betulinic acid 3-alpha-Ethoxycarbonyl-12-alpha-hydroxy-7-oxocholan-24-oic acid, methy l ester APOCHOLIC ACID ECHINOCYSTIC ACID-3-GLUCOSIDE 3ALPHA,7ALPHA-DIACETOXY-5BETA-CHOLAN-24-OIC ACID METHYL ESTER BETULINIC ACID METHYL ESTER Ursolic acid Methyl oleanolate ECHINOCYSTIC ACID Hederagenin

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