Methyl 3-hydroxyhexadecanoate
Basic information
- CAS
51883-36-4- Standard SMILES
CCCCCCCCCCCCCC(O)CC(=O)OC- InChIKey
YBTWUESFQWFDMR-UHFFFAOYSA-N- Molecular formula
- C17H34O3
- Average molar mass
- 286.4 g/mol
- Monoisotopic mass
- 286.25079494
Overview
Methyl 3-hydroxypalmitate is a fatty acid methyl ester of 3-hydroxypalmitic acid. It is functionally related to a 3-hydroxypalmitic acid.
Names & identifiers
- Preferred name
- Methyl 3-hydroxyhexadecanoate
- IUPAC
- methyl 3-hydroxyhexadecanoate
- English name
- 3-Hydroxyhexadecanoic acid methyl ester
- Molecular formula
- C17H34O3
- Molecular weight
- 286.45
Names & synonyms
Methyl 3-hydroxyhexadecanoate51883-36-4methyl 3-hydroxypalmitateDTXSID20966210CHEBI:29479RefChem:1089415DTXCID9010094943-HYDROXYHEXADECANOIC ACID METHYL ESTERHexadecanoic acid, 3-hydroxy-, methyl ester3-Hydroxy C16:0 methyl ester3-hydroxypalmitic acid methyl ester3-Hydroxy-palmitic acid methyl ester
Show more names
C11849METHYL 3-HYDROXYHEXANEDECANOATEDL-BETA-HYDROXYPALMITIC ACID METHYL ESTEREnalapril Impurity 4 Maleate(Enalapril EP Impurity E Maleate)
Methyl 3-hydroxyhexadecanoate #MFCD00171639PD053836METHYL D(-)-3-HYDROXYHEXADECANOATEHexadecanoic acid,3-hydroxy-, methyl esterorb1692678SCHEMBL1901941CHEMBL2269935
Database identifiers
- CAS
51883-36-4- PubChem CID
- 103553
- DTXSID
DTXSID20966210- ChEMBL
CHEMBL2269935- ChEBI
CHEBI:29479- Nikkaji
- J109.455F
Properties
Computed structural properties
- XLogP
- 6.1
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 15
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 216
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]
Physicochemical properties
- Melting point
- 48 · 48-49 °C(Solv: ligroine (8032-32-4))
- Boiling point
- 388.9 · 388.9±15.0 °C(Predicted)
- Density
- 0.922 · 0.922±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 0.5 mg/mL; · Ethanol: 0.5 mg/mL; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/mL
- form
- A crystalline solid
- pka
- 13.91 · 13.91±0.20(Predicted)
- color
- White to off-white
- Stability
- Hygroscopic
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
Chemistry & industry
Applications
Description3-hydroxy Palmitic acid methyl ester (3-hydroxy PAME) is an esterized long-chain fatty acid involved in quorum sensing in R. solanacearum, a bacteria that causes lethal wilting in plants. 3-hydroxy-PAME (175 nM) increases levels of PhcA-regulated virulence factors, greater than 20-, 30-, and 25-fold for EPS I, EGL, and PME, respectively, in the AW1-83 strain of R. solanacearum. [Matreya, LLC. Catalog No. 1740]
Uses3-Hydroxyhexadecanoic Acid Methyl Ester is a fatty acid ester extracted from the flowers of Trollius chinensis Bunge.
Additional notes
DefinitionChEBI: A fatty acid methyl ester of 3-hydroxypalmitic acid.
Related reactions
3 records
Compound notes
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