ChemFOnt: Showing chemical card for (R)-3-Hydroxydodecanoic acid (CFc000006733)

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

CFc000006733

Molecule Identification

Common Name

(R)-3-Hydroxydodecanoic acid

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3R)-3-Hydroxydodecanoic acid	ChEBI
(3R)-3-Hydroxylauric acid	ChEBI
(R)-3-OH Dodecanoic acid	ChEBI
(R)-3-OH Lauric acid	ChEBI
(R)-beta-Hydroxydodecanoic acid	ChEBI
(R)-beta-Hydroxylauric acid	ChEBI
(R)-beta-OH Dodecanoic acid	ChEBI
(R)-beta-OH Lauric acid	ChEBI
D-(-)-3-Hydroxydodecanoic acid	ChEBI
D-3-Hydroxydodecanoic acid	ChEBI
(3R)-3-Hydroxydodecanoate	Generator
(3R)-3-Hydroxylaate	Generator
(3R)-3-Hydroxylaic acid	Generator
(R)-3-OH Dodecanoate	Generator
(R)-3-OH Laate	Generator
(R)-3-OH Laic acid	Generator
(R)-b-Hydroxydodecanoate	Generator
(R)-b-Hydroxydodecanoic acid	Generator
(R)-beta-Hydroxydodecanoate	Generator
(R)-Β-hydroxydodecanoate	Generator
(R)-Β-hydroxydodecanoic acid	Generator
(R)-b-Hydroxylaate	Generator
(R)-b-Hydroxylaic acid	Generator
(R)-beta-Hydroxylaate	Generator
(R)-beta-Hydroxylaic acid	Generator
(R)-Β-hydroxylaate	Generator
(R)-Β-hydroxylaic acid	Generator
(R)-b-OH Dodecanoate	Generator
(R)-b-OH Dodecanoic acid	Generator
(R)-beta-OH Dodecanoate	Generator
(R)-Β-OH dodecanoate	Generator
(R)-Β-OH dodecanoic acid	Generator
(R)-b-OH Laate	Generator
(R)-b-OH Laic acid	Generator
(R)-beta-OH Laate	Generator
(R)-beta-OH Laic acid	Generator
(R)-Β-OH laate	Generator
(R)-Β-OH laic acid	Generator
D-(-)-3-Hydroxydodecanoate	Generator
D-3-Hydroxydodecanoate	Generator
(R)-3-Hydroxydodecanoate	Generator

Chemical Formula

C₁₂H₂₄O₃

Average Molecular Weight

216.3172

Monoisotopic Molecular Weight

216.172544634

IUPAC Name

(3R)-3-hydroxydodecanoic acid

Traditional Name

(R)-3-hydroxydodecanoic acid

CAS Registry Number

505-95-3

SMILES

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

InChI Identifier

InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)/t11-/m1/s1

InChI Key

MUCMKTPAZLSKTL-LLVKDONJSA-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

(3R)-3-hydroxy fatty acid (CHEBI:43197 )
3-hydroxylauric acid (CHEBI:43197 )
Hydroxy fatty acids (LMFA01050251 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0010728)

Food

Food (HMDB: HMDB0010728)

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: HMDB0010728)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0010728)

Biochemical pathway

Metabolic pathway

Fatty Acid Biosynthesis (PathBank: SMP0002360)
Fatty Acid Biosynthesis (PathBank: SMP0087409)
Fatty Acid Biosynthesis (HMDB: HMDB0010728)

Role

Biological role

Energy source (HMDB: HMDB0010728)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0010728)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0010728)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	3.63	ALOGPS
logP	3.25	ChemAxon
logS	-2.8	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	10	ChemAxon
Refractivity	60.2 m³·mol⁻¹	ChemAxon
Polarizability	26.59 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