ChemFOnt: Showing chemical card for (R)-3-Hydroxy-tetradecanoic acid (CFc000006736)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:52:48 UTC

Chemfont ID

CFc000006736

Molecule Identification

Common Name

(R)-3-Hydroxy-tetradecanoic acid

Definition

In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-tetradecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-tetradecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC:2.3.1.41).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(R)-3-Hydroxy-tetradecanoate	Generator
(-)-3-Hydroxymyristic acid	HMDB
(3R)-Hydroxymyristic acid	HMDB
(R)-(-)-3-Hydroxytetradecanoic acid	HMDB
(R)-3-Hydroxymyristic acid	HMDB
beta-Hydroxymyristic acid	HMDB
beta-Hydroxytetradecanoic acid	HMDB
D-(-)-beta-Hydroxymyristic acid	HMDB
(-)-3-Hydroxymyristate	HMDB
(3R)-Hydroxymyristate	HMDB
(R)-(-)-3-Hydroxytetradecanoate	HMDB
(R)-3-Hydroxymyristate	HMDB
b-Hydroxymyristate	HMDB
b-Hydroxymyristic acid	HMDB
beta-Hydroxymyristate	HMDB
Β-hydroxymyristate	HMDB
Β-hydroxymyristic acid	HMDB
b-Hydroxytetradecanoate	HMDB
b-Hydroxytetradecanoic acid	HMDB
beta-Hydroxytetradecanoate	HMDB
Β-hydroxytetradecanoate	HMDB
Β-hydroxytetradecanoic acid	HMDB
D-(-)-b-Hydroxymyristate	HMDB
D-(-)-b-Hydroxymyristic acid	HMDB
D-(-)-beta-Hydroxymyristate	HMDB
D-(-)-Β-hydroxymyristate	HMDB
D-(-)-Β-hydroxymyristic acid	HMDB
(R)-3-Hydroxytetradecanoic acid	HMDB
(R)-3-Hydroxytetradecanoate	HMDB

Chemical Formula

C₁₄H₂₈O₃

Average Molecular Weight

244.3703

Monoisotopic Molecular Weight

244.203844762

IUPAC Name

(3R)-3-hydroxytetradecanoic acid

Traditional Name

3-hydroxy-tetradecanoic acid

CAS Registry Number

1961-72-4

SMILES

[H][C@@](O)(CCCCCCCCCCC)CC(O)=O

InChI Identifier

InChI=1S/C14H28O3/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14(16)17/h13,15H,2-12H2,1H3,(H,16,17)/t13-/m1/s1

InChI Key

ATRNZOYKSNPPBF-CYBMUJFWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Beta-hydroxy acid
Hydroxy acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

(3R)-3-hydroxy fatty acid (CHEBI:42539 )
3-hydroxytetradecanoic acid (CHEBI:42539 )
Hydroxy fatty acids (LMFA01050322 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0010731)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0010731)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0010731)

Source

Exogenous

Exogenous (HMDB: HMDB0010731)

Food

Food (HMDB: HMDB0010731)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0010731)

Process

Role

Biological role

Energy source (HMDB: HMDB0010731)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0010731)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0010731)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	4.69	ALOGPS
logP	4.14	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.67	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	69.4 m³·mol⁻¹	ChemAxon
Polarizability	30.86 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon