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Details

Stereochemistry RACEMIC
Molecular Formula C8H16O3
Molecular Weight 160.2108
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-HYDROXYOCTANOIC ACID

SMILES

CCCCCC(O)CC(O)=O

InChI

InChIKey=NDPLAKGOSZHTPH-UHFFFAOYSA-N
InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)

HIDE SMILES / InChI

Molecular Formula C8H16O3
Molecular Weight 160.2108
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Scytonemides A and B, cyclic peptides with 20S proteasome inhibitory activity from the cultured cyanobacterium Scytonema hofmanii.
2010-11-29
Biosynthesis of medium-chain-length poly(3-hydroxyalkanoates) by volatile aromatic hydrocarbons-degrading Pseudomonas fulva TY16.
2010-11
Influence of growth stage on activities of polyhydroxyalkanoate (PHA) polymerase and PHA depolymerase in Pseudomonas putida U.
2010-10-11
Genetic replacement of tesB with PTE1 affects chain-length proportions of 3-hydroxyalkanoic acids produced through β-oxidation of oleic acid in Escherichia coli.
2010-10
Production of functionalized polyhydroxyalkanoates by genetically modified Methylobacterium extorquens strains.
2010-09-16
Factors controlling bacterial attachment and biofilm formation on medium-chain-length polyhydroxyalkanoates (mcl-PHAs).
2010-03-01
Production of P(3-hydroxybutyrate-co-3-hydroxyhexanoate-co-3-hydroxyoctanoate) terpolymers using a chimeric PHA synthase in recombinant Ralstonia eutropha and Pseudomonas putida.
2010
Enzyme-catalyzed polycondensation of polyester macrodiols with divinyl adipate: a green method for the preparation of thermoplastic block copolyesters.
2009-12-14
Biosynthesis of medium chain length poly(3-hydroxyalkanoates) (mcl PHAs) from cosmetic co-products by Pseudomonas raguenesii sp. nov., isolated from Tetiaroa, French Polynesia.
2009-12
Overexpression and characterization of medium-chain-length polyhydroxyalkanoate granule bound polymerases from Pseudomonas putida GPo1.
2009-11-19
GPR109A, GPR109B and GPR81, a family of hydroxy-carboxylic acid receptors.
2009-11
Altered composition of Ralstonia eutropha poly(hydroxyalkanoate) through expression of PHA synthase from Allochromatium vinosum ATCC 35206.
2009-10
Deorphanization of GPR109B as a receptor for the beta-oxidation intermediate 3-OH-octanoic acid and its role in the regulation of lipolysis.
2009-08-14
Use of extracellular medium chain length polyhydroxyalkanoate depolymerase for targeted binding of proteins to artificial poly[(3-hydroxyoctanoate)-co-(3-hydroxyhexanoate)] granules.
2009-07-13
Microbial production of 3-hydroxydodecanoic acid by pha operon and fadBA knockout mutant of Pseudomonas putida KT2442 harboring tesB gene.
2009-06
Simultaneous accumulation and degradation of polyhydroxyalkanoates: futile cycle or clever regulation?
2009-04-13
Reclassification of subspecies of Acidovorax avenae as A. Avenae (Manns 1905) emend., A. cattleyae (Pavarino, 1911) comb. nov., A. citrulli Schaad et al., 1978) comb. nov., and proposal of A. oryzae sp. nov.
2008-12
Graft copolymerization of glycerol 1,3-diglycerolate diacrylate onto poly(3-hydroxyoctanoate) to improve physical properties and biocompatibility.
2008-10-01
A novel mcl-PHA produced on coprah oil by Pseudomonas guezennei biovar. tikehau, isolated from a "kopara" mat of French Polynesia.
2008-08-15
In vivo deuteration strategies for neutron scattering analysis of bacterial polyhydroxyoctanoate.
2008-06
Microbial production of medium-chain-length 3-hydroxyalkanoic acids by recombinant Pseudomonas putida KT2442 harboring genes fadL, fadD and phaZ.
2008-06
A novel mcl PHA-producing bacterium, Pseudomonas guezennei sp. nov., isolated from a 'kopara' mat located in Rangiroa, an atoll of French Polynesia.
2008-02
Production and characterization of medium-chain-length polyhydroxyalkanoate with high 3-hydroxytetradecanoate monomer content by fadB and fadA knockout mutant of Pseudomonas putida KT2442.
2007-10
In vitro effect of oligo-hydroxyalkanoates on the growth of mouse fibroblast cell line L929.
2007-09
Production of polyhydroxyalkanoates with high 3-hydroxydodecanoate monomer content by fadB and fadA knockout mutant of Pseudomonas putida KT2442.
2007-08
Production of medium-chain-length hydroxyalkanoic acids from Pseudomonas putida in pH stat.
2007-07
Monohydroxylated poly(3-hydroxyoctanoate) oligomers and its functionalized derivatives used as macroinitiators in the synthesis of degradable diblock copolyesters.
2007-04
Biochemical evidence that phaZ gene encodes a specific intracellular medium chain length polyhydroxyalkanoate depolymerase in Pseudomonas putida KT2442: characterization of a paradigmatic enzyme.
2007-02-16
Construction of pha-operon-defined knockout mutants of Pseudomonas putida KT2442 and their applications in poly(hydroxyalkanoate) production.
2007-02-12
Structure and polymer form of poly-3-hydroxyalkanoates produced by Pseudomonas oleovorans grown with mixture of sodium octanoate/undecylenic acid and sodium octanoate/5-phenylvaleric acid.
2007-01-30
Efficient production of (R)-3-hydroxycarboxylic acids by biotechnological conversion of polyhydroxyalkanoates and their purification.
2007-01
Biosynthesis and characterization of deuterated polyhydroxyoctanoate.
2006-04
Biosynthesis of medium-chain-length poly(hydroxyalkanoates) from soy molasses.
2006-02
Biosynthesis of medium chain length poly(3-hydroxyalkanoates) (mcl-PHAs) by Comamonas testosteroni during cultivation on vegetable oils.
2005-11
The application of polyhydroxyalkanoates as tissue engineering materials.
2005-11
Bacterial poly(hydroxyalkanoates) as a source of chiral hydroxyalkanoic acids.
2005-07-12
Drug release from and hydrolytic degradation of a poly(ethylene glycol) grafted poly(3-hydroxyoctanoate).
2005-07
Molecular characterization of extracellular medium-chain-length poly(3-hydroxyalkanoate) depolymerase genes from Pseudomonas alcaligenes strains.
2005-06
Microbial production and applications of chiral hydroxyalkanoates.
2005-06
UV-induced graft copolymerization of monoacrylate-poly(ethylene glycol) onto poly(3-hydroxyoctanoate) to reduce protein adsorption and platelet adhesion.
2005-03
Poly(hydroxyalkanoate) synthase genotype and PHA production of Pseudomonas corrugata and P. mediterranea.
2005-02
Novel biodegradable copolyesters containing blocks of poly(3-hydroxyoctanoate) and poly(epsilon-caprolactone): synthesis and characterization.
2004-11-20
Polyhydroxyalkanoate (PHA) biosynthesis in Thermus thermophilus: purification and biochemical properties of PHA synthase.
2003-12
Effect of inactivation of poly(hydroxyalkanoates) depolymerase gene on the properties of poly(hydroxyalkanoates) in Pseudomonas resinovorans.
2003-10
Fourier transform infrared spectroscopy for screening and quantifying production of PHAs by Pseudomonas grown on sodium octanoate.
2003-07-15
Biosynthesis of medium-chain-length poly(hydroxyalkanoates) with altered composition by mutant hybrid PHA synthases.
2003-05
Comparison of post-mortem urinary and vitreous humour organic acids.
1992-09
Urinary 3-hydroxydicarboxylic acids in pathophysiology of metabolic disorders with dicarboxylic aciduria.
1991-07
Profiles in altered metabolism. IV--Induction of acute dicarboxylic aciduria following 2-octynoic acid administration to the rat.
1989-06
3-Hydroxyoctanoic aciduria: identification of a new organic acid in the urine of a patient with non-ketotic hypoglycemia.
1988-06-30
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:15:01 GMT 2025
Edited
by admin
on Mon Mar 31 22:15:01 GMT 2025
Record UNII
8M44B02CSJ
Record Status Validated (UNII)
Record Version
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Name Type Language
3-HYDROXYOCTANOIC ACID
Systematic Name English
3-HYDROXYOCTANOIC ACID, (±)-
Preferred Name English
3-HYDROXYOCTANOATE
Systematic Name English
3-HYDROXYCAPRYLIC ACID
Systematic Name English
OCTANOIC ACID, 3-HYDROXY-
Systematic Name English
(±)-3-HYDROXYOCTANOIC ACID
Systematic Name English
.BETA.-HYDROXYOCTANOIC ACID
Systematic Name English
Classification Tree Code System Code
LOINC 48757-9
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
Code System Code Type Description
CHEBI
37098
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY
CAS
14292-27-4
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY
PUBCHEM
26613
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID00864487
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY
FDA UNII
8M44B02CSJ
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY
WIKIPEDIA
3-Hydroxyoctanoic acid
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY
CHEBI
133511
Created by admin on Mon Mar 31 22:15:01 GMT 2025 , Edited by admin on Mon Mar 31 22:15:01 GMT 2025
PRIMARY