(+-)-3-Hydroxytetradecanoic acid
Basic information
- CAS
1961-72-4- Standard SMILES
CCCCCCCCCCCC(O)CC(=O)O- InChIKey
ATRNZOYKSNPPBF-UHFFFAOYSA-N- Molecular formula
- C14H28O3
- Average molar mass
- 244.37 g/mol
- Monoisotopic mass
- 244.20384476
Overview
3-hydroxytetradecanoic acid is a 3-hydroxy fatty acid that is tetradecanoic (myristic) acid substituted at position 3 by a hydroxy group. It has a role as a bacterial metabolite and a human metabolite. It is a long-chain fatty acid, a 3-hydroxy monocarboxylic acid and a 3-hydroxy fatty acid. It is functionally related to a tetradecanoic acid. It is a conjugate acid of a 3-hydroxytetradecanoate.
Names & identifiers
- Preferred name
- (+-)-3-Hydroxytetradecanoic acid
- IUPAC
- 3-hydroxytetradecanoic acid
- English name
- 3-Hydroxytetradecanoic Acid
- Molecular formula
- C14H28O3
- Molecular weight
- 244.37
Names & synonyms
3-HYDROXYTETRADECANOIC ACID1961-72-4Tetradecanoic acid, 3-hydroxy-beta-Hydroxymyristic acidFL8S7F2JJQCHEBI:85148DTXSID20941380RefChem:905496DTXCID30947373(+-)-3-Hydroxytetradecanoic acid3-Hydroxymyristic acid3422-31-9
Show more names
3-HydroxymyristicAcid>beta-hydroxymyristicacid3-hydroxy-tetradecanoicaciHYDROXYMYRISTIC ACID, 3-(SG)3-HYDROXYMYRISTIC ACID, (SS-)(R)-3-HYDROXYTETRADECONOIC ACID(±)-3-Hydroxyteradecanoic Acid3-HYDROXYMYRISTIC ACID (BETA-) 96+%(R)-(-)-3-HYDROXYTETRADECANOIC ACID
DL-B-HYDROXYMYRISTIC ACIDbeta-Hydroxytetradecanoic acidMFCD000596333-HYDROXY-TETRADECANOIC ACID(+/-)-3-hydroxymyristic acid(RS)-3-Hydroxytetradecanoic acidstarbld0000280(+/-)-3-Hydroxytetradecanoic acid
Database identifiers
- CAS
1961-72-4- PubChem CID
Properties
Computed structural properties
- XLogP
- 4.7
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 12
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 180
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]
Physicochemical properties
- Melting point
- 80 °C · 80 °C
- alpha
- 20 · [α]D20 0±0.5゜ (c=5, C2H5OH)
- Boiling point
- 376.9 · 376.9±25.0 °C(Predicted)
- Density
- 0.969 · 0.969±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- powder to crystal
- pka
- 4.38 · 4.38±0.10(Predicted)
- color
- White to Almost white
- LogP
- 4.18 · 4.180 (est)
- FDA UNII
- 8 S7F2JJQ · FL8S7F2JJQ
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
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
- rtecs
- XB8585000
- hs_code
- 2918.19.9000
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- Hazard statements
- H318-H413
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
Uses3-Hydroxytetradecanoic Acid is used in the preparation of liposomes coated with N-acylated molecular-weight. Also used in the synthesis of pseudomycin side-chain analogs. Also used in the study of Lipid A, a major constituent of the lipopolysaccharides, which are responsible for the toxicity of gram negative bacteria.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: A 3-hydroxy fatty acid that is tetradecanoic (myristic) acid substituted at position 3 by a hydroxy group
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
3 records
Compound notes
Loading…