ChemFOnt: Showing chemical card for (R)-3-Hydroxyoctanoic acid (CFc000006728)

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

CFc000006728

Molecule Identification

Common Name

(R)-3-Hydroxyoctanoic acid

Definition

In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxyoctanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxyoctanoic acid is converted from 3-Oxo-Octanoic acid via enzymes; fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (E.C: 2.3.1.85 and E.C: 1.1.1.100).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3R)-3-Hydroxy-octanoic acid	ChEBI
(R)-3-Hydroxycaprylic acid	ChEBI
(R)-3-OH Octanoic acid	ChEBI
(R)-3-OH-Caprylic acid	ChEBI
(R)-beta-Hydroxycaprylic acid	ChEBI
(R)-beta-Hydroxyoctanoic acid	ChEBI
(R)-beta-OH-Caprylic acid	ChEBI
(R)-beta-OH-Octanoic acid	ChEBI
(3R)-3-Hydroxy-octanoate	Generator
(R)-3-Hydroxycaprylate	Generator
(R)-3-OH Octanoate	Generator
(R)-3-OH-Caprylate	Generator
(R)-b-Hydroxycaprylate	Generator
(R)-b-Hydroxycaprylic acid	Generator
(R)-beta-Hydroxycaprylate	Generator
(R)-Β-hydroxycaprylate	Generator
(R)-Β-hydroxycaprylic acid	Generator
(R)-b-Hydroxyoctanoate	Generator
(R)-b-Hydroxyoctanoic acid	Generator
(R)-beta-Hydroxyoctanoate	Generator
(R)-Β-hydroxyoctanoate	Generator
(R)-Β-hydroxyoctanoic acid	Generator
(R)-b-OH-Caprylate	Generator
(R)-b-OH-Caprylic acid	Generator
(R)-beta-OH-Caprylate	Generator
(R)-Β-OH-caprylate	Generator
(R)-Β-OH-caprylic acid	Generator
(R)-b-OH-Octanoate	Generator
(R)-b-OH-Octanoic acid	Generator
(R)-beta-OH-Octanoate	Generator
(R)-Β-OH-octanoate	Generator
(R)-Β-OH-octanoic acid	Generator
(R)-3-Hydroxyoctanoate	Generator

Chemical Formula

C₈H₁₆O₃

Average Molecular Weight

160.2108

Monoisotopic Molecular Weight

160.109944378

IUPAC Name

(3R)-3-hydroxyoctanoic acid

Traditional Name

(R)-3-hydroxyoctanoic acid

CAS Registry Number

44987-72-6

SMILES

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

InChI Identifier

InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1

InChI Key

NDPLAKGOSZHTPH-SSDOTTSWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-hydroxyoctanoic acid (CHEBI:37099 )
(3R)-3-hydroxy fatty acid (CHEBI:37099 )
Hydroxy fatty acids (LMFA01050314 )

Functional Ontology

Not Available

Ingestion (HMDB: HMDB0010722)

Source

Endogenous

Endogenous (HMDB: HMDB0010722)

Plant

Plant (HMDB: HMDB0010722)

Animal

Animal (HMDB: HMDB0010722)

Exogenous

Food

Food (HMDB: HMDB0010722)

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)

Fruit

Fruits (FooDB: FOOD00871)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Biosynthesis (PathBank: SMP0002360)
Fatty Acid Biosynthesis (PathBank: SMP0087409)
Fatty Acid Biosynthesis (HMDB: HMDB0010722)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	13.6 g/L	ALOGPS
logP	1.44	ALOGPS
logP	1.47	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	4.84	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	6	ChemAxon
Refractivity	41.79 m³·mol⁻¹	ChemAxon
Polarizability	18.14 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

HMDB0010722

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010907

KNApSAcK ID

Not Available

Chemspider ID

4472286

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312861

PDB ID

Not Available

ChEBI ID

37099

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (R)-3-Hydroxyoctanoic acid (CFc000006728)

MOL for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

3D MOL for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

3D SDF for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

3D-SDF for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

PDB for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

3D PDB for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

SMILES for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

INCHI for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

Structure for CFc000006728 ((R)-3-Hydroxyoctanoic acid)

3D Structure for CFc000006728 ((R)-3-Hydroxyoctanoic acid)