ChemFOnt: Showing chemical card for 3-Hydroxytetradecanoic acid (CFc000042072)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:44:23 UTC

Chemfont ID

CFc000042072

Molecule Identification

Common Name

3-Hydroxytetradecanoic acid

Definition

3-Hydroxytetradecanoic acid (CAS: 1961-72-4) is a long-chain hydroxy fatty acid. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxytetradecanoic acid is the most common fatty acid constituent of the lipid A component of bacterial lipopolysaccharides (LPS). 3-Hydroxytetradecanoic acid can be found in feces

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-3-Hydroxymyristic acid	ChEBI
3S-Hydroxy-tetradecanoic acid	ChEBI
C14:0 3(S)-OH	ChEBI
C14:0 3-OH	ChEBI
L-beta-Hydroxymyristic acid	ChEBI
(S)-3-Hydroxymyristate	Generator
3S-Hydroxy-tetradecanoate	Generator
L-b-Hydroxymyristate	Generator
L-b-Hydroxymyristic acid	Generator
L-beta-Hydroxymyristate	Generator
L-Β-hydroxymyristate	Generator
L-Β-hydroxymyristic acid	Generator
(S)-3-Hydroxytetradecanoate	Generator
(3S)-3-Hydroxytetradecanoate	HMDB
(3S)-3-Hydroxytetradecanoic acid	HMDB
(3S)-Hydroxymyristate	HMDB
(3S)-Hydroxymyristic acid	HMDB
(S)-beta-Hydroxymyristate	HMDB
(S)-beta-Hydroxymyristic acid	HMDB
(S)-β-Hydroxymyristate	HMDB
(S)-β-Hydroxymyristic acid	HMDB
(±)-3-Hydroxytetradecanoate	HMDB
(±)-3-Hydroxytetradecanoic acid	HMDB
3-Hydroxymyristate	HMDB
3-Hydroxymyristic acid	HMDB
3-Hydroxytetradecanoate	HMDB
3-Hydroxytetradecanoic acid	HMDB
FA(14:0(3-OH))	HMDB
FA(14:0(3S-OH))	HMDB
S-3-Hydroxytetradecanoate	HMDB
S-3-Hydroxytetradecanoic acid	HMDB
beta-Hydroxymyristate	HMDB
beta-Hydroxymyristic acid	HMDB
beta-Hydroxytetradecanoate	HMDB
beta-Hydroxytetradecanoic acid	HMDB
β-Hydroxymyristate	HMDB
β-Hydroxymyristic acid	HMDB
β-Hydroxytetradecanoate	HMDB
β-Hydroxytetradecanoic acid	HMDB

Chemical Formula

C₁₄H₂₈O₃

Average Molecular Weight

244.375

Monoisotopic Molecular Weight

244.203844762

IUPAC Name

(3S)-3-hydroxytetradecanoic acid

Traditional Name

3-hydroxy-myristic acid

CAS Registry Number

35683-15-9

SMILES

CCCCCCCCCCC[C@H](O)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-/m0/s1

InChI Key

ATRNZOYKSNPPBF-ZDUSSCGKSA-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

3-hydroxy monocarboxylic acid (CHEBI:37374 )
hydroxy fatty acid (CHEBI:37374 )
Hydroxy fatty acids (LMFA01050323 )

Functional Ontology

Not Available

Feces (PMID: 27275383)

Source

Exogenous

Exogenous (HMDB: HMDB0061656)

Process

Not Available

Role

Not Available

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	30.62 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312869

PDB ID

Not Available

ChEBI ID

37374

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Hydroxytetradecanoic acid (CFc000042072)

MOL for CFc000042072 (3-Hydroxytetradecanoic acid)

3D MOL for CFc000042072 (3-Hydroxytetradecanoic acid)

3D SDF for CFc000042072 (3-Hydroxytetradecanoic acid)

3D-SDF for CFc000042072 (3-Hydroxytetradecanoic acid)

PDB for CFc000042072 (3-Hydroxytetradecanoic acid)

3D PDB for CFc000042072 (3-Hydroxytetradecanoic acid)

SMILES for CFc000042072 (3-Hydroxytetradecanoic acid)

INCHI for CFc000042072 (3-Hydroxytetradecanoic acid)

Structure for CFc000042072 (3-Hydroxytetradecanoic acid)

3D Structure for CFc000042072 (3-Hydroxytetradecanoic acid)