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5-hydroxyhexanoic acid
hexanoic acid, 5-hydroxy-

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Name:	5-hydroxyhexanoic acid
CAS Number:	185956-02-9	3D/inchi
FDA UNII:	Search
Nikkaji Web:	J262.000F
XlogP3-AA:	0.20 (est)
Molecular Weight:	132.15924000
Formula:	C6 H12 O3
NMR Predictor:	Predict (works with chrome, Edge or firefox)

Category:information only not used for fragrances or flavors

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

Google Scholar:	Search
Google Books:	Search
Google Scholar: with word "volatile"	Search
Google Scholar: with word "flavor"	Search
Google Scholar: with word "odor"	Search
Google Patents:	Search
US Patents:	Search
EU Patents:	Search
Pubchem Patents:	Search
PubMed:	Search
NCBI:	Search

Physical Properties:

Assay:	95.00 to 100.00
Food Chemicals Codex Listed:	No
Boiling Point:	263.14 °C. @ 760.00 mm Hg (est)
Vapor Pressure:	0.001000 mmHg @ 25.00 °C. (est)
Flash Point:	261.00 °F. TCC ( 127.20 °C. ) (est)
logP (o/w):	-0.198 (est)
Soluble in:
	water, 2.642e+005 mg/L @ 25 °C (est)

Organoleptic Properties:

Odor and/or flavor descriptions from others (if found).

Cosmetic Information:

None found

Suppliers:

None found

Safety Information:


Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
information only not used for fragrances or flavors
Recommendation for 5-hydroxyhexanoic acid usage levels up to:
	not for fragrance use.

Recommendation for 5-hydroxyhexanoic acid flavor usage levels up to:
	not for flavor use.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :170748

National Institute of Allergy and Infectious Diseases:Data

5-hydroxyhexanoic acid

Chemidplus:0044843892

References:

	5-hydroxyhexanoic acid
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	170748
Pubchem (sid):	135125509

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEBI:	View
HMDB (The Human Metabolome Database):	HMDB00525
FooDB:	FDB022093
ChemSpider:	View

Potential Blenders and core components note

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):note

not found in nature

Synonyms:

hexanoic acid, 5-hydroxy-

Articles:

PubMed:A Novel Urinary Metabolite Signature for Non-invasive Post-stroke Depression Diagnosis.

PubMed:Antidyslipidemic and antioxidant activity of an unusual amino acid (2-amino-5-hydroxyhexanoic acid) isolated from the seeds of Crotalaria juncea.

PubMed:Effect of ginseng polysaccharide on the urinary excretion of type 2 diabetic rats studied by liquid chromatography-mass spectrometry.

PubMed:Evaluation of the amino acid binding site of Mycobacterium tuberculosis glutamine synthetase for drug discovery.

PubMed:3-Hydroxylysine, a potential marker for studying radical-induced protein oxidation.

PubMed:Metabolism of 2-ethylhexanoic acid administered orally or dermally to the female Fischer 344 rat.

PubMed:Distinction of dicarboxylic aciduria due to medium-chain triglyceride feeding from that due to abnormal fatty acid oxidation and fasting in children.

PubMed:Metabolism and pharmacokinetics of deuterium-labelled di-2-(ethylhexyl) adipate (DEHA) in humans.

PubMed:Urinary organic acid excretion during feeding of medium-chain or long-chain triglyceride diets in patients with non-insulin-dependent diabetes mellitus.

PubMed:Gas chromatography--mass spectrometry (GC--MS) diagnosis of two cases of medium chain acyl-CoA dehydrogenase deficiency.

PubMed:Episodic hypoglycemia with psi-hydroxy fatty acid excretion.

PubMed:The absolute configuration of urinary 5-hydroxyhexanoic acid - a product of fatty acid (omega-1)-oxidation - in patients with non-ketotic dicarboxylic aciduria.

PubMed:(omega-1)-Hydroxymonocarboxylic acids in urine of infants fed medium-chain triglycerides.

PubMed:Gas chromatographic-mass spectrometric profile of organic acids in urine and serum of diabetic ketotic patients.

PubMed:Non-ketotic C6-C10-dicarboxylic aciduria: biochemical investigations of two cases.

PubMed:Profiles in altered metabolism. II--(omega -- 1)-hydroxyacid excretion in a case of episodic hypoglycemia.

PubMed:Identification of 5-hydroxyhexanoic acid in the urine of twin siblings with a Reye's-like syndrome associated with dicarboxylic aciduria and hypoglycaemia and with similarities to Jamaican vomiting sickness.

PubMed:Identification of 5-hydroxyhexanoic acid in the urine of twin siblings with a syndrome having close similarities to Jamaican vomiting sickness [proceedings].

PubMed:The metabolism of 2-ethylhexanol in rats.

Notes:

5-Hydroxyhexanoic acid is a normal dicarboxylic acid degradation product of fatty acids; however, it has been found in patients with non-ketotic dicarboxylic aciduria and one patient on a diet containing excessive amounts of medium-chain triglycerides. Increased amounts of dicarboxylic acids are excreted in human urine under conditions of medium-chain triglyceride (MCT) feeding, abnormal fatty acid oxidation (FAO) and fasting. Criteria to distinguish dicarboxylic aciduria originating from MCT feeding and other conditions are needed in urinary organic acid profiling for detecting inborn errors of metabolism. Medium-chain triglycerides (MCTs) are absorbed and metabolized differently from long-chain triglycerides (LCTs). MCTs may be useful as a dietary substitute in a variety of clinical disorders. Urinary excretion of 5-hydroxyhexanoic acid, the (omega-1) hydroxylation product, was increased during MCT feeding as compared with LCT feeding in patients with non-insulin-dependent diabetes mellitus. (PMID: 6897376, 2239769, 8596483) [HMDB]

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