3R-hydroxymyristic acid methyl ester (HCID 9834945)

Names & identifiers

Preferred name: 3R-hydroxymyristic acid methyl ester
IUPAC: methyl (3R)-3-hydroxytetradecanoate
English name: R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER
Molecular formula: C15H30O3
Molecular weight: 258.4

Names & synonyms

Methyl 3R-hydroxytetradecanoate3R-hydroxymyristic acid methyl esterRefChem:106899676062-97-0(R)-Methyl 3-HydroxytetradecanoateMethyl (3R)-3-Hydroxytetradecanoate(R)-3-Hydroxy Myristic Acid Methyl Estermethyl (R)-3-hydroxytetradecanoateR-(3)-Hydroxymyristic acid, methyl esterMFCD00211257Tetradecanoic acid, 3-hydroxy-, methyl ester, (R)-Methyl-(R)-3-Hydroxytetradecanoate

Show more names

R-(3)-hydroxyacidmethyl esterMethyl R-(3)-HYDROXYMYRISTIC ACID(R)-3-HYDROXYTETRADECONOIC ACID, METHYL ESTER(R)-Methyl 3-hydroxytetradecanoate - [M91257](R)-3-Hydroxy-tetradecanoic acid methyl ester

METHYL (R)-3-HYDROXYTETRADECONOATE(R) Methyl-3-hydroxymyristateSCHEMBL2637987methyl(R)-3-hydroxytetradecanoateUOZZAMWODZQSOA-CQSZACIVSA-N(R)-Methyl3-HydroxytetradecanoateLMFA01050567AKOS027324252

Database identifiers

CAS: 76062-97-0
PubChem CID: 9834945
EC Number: 118-470-1
Nikkaji: J1.369.065K

Properties

Computed structural properties

XLogP: 5
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 13
Heavy atoms: 18
Formal charge: 0
Complexity: 192

Experimental & physicochemical properties

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

Physicochemical properties

Melting point: 39 · 39-40°C
Boiling point: 359.1 · 359.1±15.0 °C(Predicted)
Density: 0.931 · 0.931±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
solubility: Chloroform (Slightly), Methanol
form: Solid
pka: 13.91 · 13.91±0.20(Predicted)
color: White to Off-White
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/t14-/m1/s1
InChIKey: UOZZAMWODZQSOA-CQSZACIVSA-N
SMILES: C(OC)(=O)C[C@H](O)CCCCCCCCCCC
CAS DataBase Reference: 76062 · 76062-97-0
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338

Safety & regulation

GHS classification

GHS Classification · 3 items

H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAquatic Chronic 4 (100%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesThe methyl ester of one of two major components of bacterial Lipid A.

UsesR-(3)-Hydroxy Myristic Acid Methyl Ester is used in the syntheses of glucose-containing lipid A analogs with LPS-antagonistic activities.

Preparation methods · 1 item

PreparationR-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER is prepared by reacting hydroxymyristic acid with methanol and heating under acidic conditions. This process typically requires an acid catalyst such as sulfuric acid or phosphoric acid to promote the reaction.