EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(±)-myrmicacin
decanoic acid, 3-hydroxy-, (+-)-

Supplier Sponsors

CAS Number: 5561-87-5Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J19.953B
MDL:MFCD00133275
XlogP3-AA:2.50 (est)
Molecular Weight:188.26700000
Formula:C10 H20 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
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: 318.20 °C. @ 760.00 mm Hg (est)
Flash Point: 321.00 °F. TCC ( 160.50 °C. ) (est)
logP (o/w): 2.050 (est)
Soluble in:
 water, 3087 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
(±)-3-Hydroxydecanoic acid
Santa Cruz Biotechnology
For experimental / research use only.
rac 3-Hydroxydecanoic Acid
Sigma-Aldrich: Sigma
For experimental / research use only.
(±)-3-Hydroxydecanoic acid ≥98%
sds
 
Safety Information:
Preferred SDS: View
 
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:
natural substances and extractives
Recommendation for (±)-myrmicacin usage levels up to:
 not for fragrance use.
 
Recommendation for (±)-myrmicacin 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 :26612
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-hydroxydecanoic acid
Chemidplus:0005561875
 
References:
 3-hydroxydecanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):26612
Pubchem (sid):135103575
 
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
Golm Metabolome Database:Search
HMDB (The Human Metabolome Database):HMDB02203
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 decanoic acid, 3-hydroxy-, (+-)-
(±)-3-hydroxydecanoic acid
 

Articles:

PubMed:Rapid total synthesis of cyclic lipodepsipeptides as a premise to investigate their self-assembly and biological activity.
PubMed:Direct enantioseparation of underivatized aliphatic 3-hydroxyalkanoic acids with a quinine-based zwitterionic chiral stationary phase.
PubMed:Total synthesis and anti-hepatitis C virus activity of MA026.
PubMed:Medium chain length polyhydroxyalkanoate (mcl-PHA) production from volatile fatty acids derived from the anaerobic digestion of grass.
PubMed:Simultaneous inhibition of rhamnolipid and polyhydroxyalkanoic acid synthesis and biofilm formation in Pseudomonas aeruginosa by 2-bromoalkanoic acids: effect of inhibitor alkyl-chain-length.
PubMed:Stimulation of adult neural stem cells with a novel glycolipid biosurfactant.
PubMed:Lipase-catalyzed acylation of microbial mannosylerythritol lipids (biosurfactants) and their characterization.
PubMed:The anti-cancer activity of a cationic anti-microbial peptide derived from monomers of polyhydroxyalkanoate.
PubMed:Development of a bioprocess to convert PET derived terephthalic acid and biodiesel derived glycerol to medium chain length polyhydroxyalkanoate.
PubMed:Functional characterization of an NADPH dependent 2-alkyl-3-ketoalkanoic acid reductase involved in olefin biosynthesis in Stenotrophomonas maltophilia.
PubMed:Long-chain 3-hydroxy fatty acids accumulating in LCHAD and MTP deficiencies induce oxidative stress in rat brain.
PubMed:Aureobasidin, new antifouling metabolite from marine-derived fungus Aureobasidium sp.
PubMed:Up-cycling of PET (polyethylene terephthalate) to the biodegradable plastic PHA (polyhydroxyalkanoate).
PubMed:The conversion of BTEX compounds by single and defined mixed cultures to medium-chain-length polyhydroxyalkanoate.
PubMed:Successful treatment of chronic decubitus ulcer with 0.1% dirhamnolipid ointment.
PubMed:Age-dependent changes in the chemistry of exocrine glands of Bombus terrestris queens.
PubMed:Pseudomonas japonica sp. nov., a novel species that assimilates straight chain alkylphenols.
PubMed:Production and characterization of polyhydroxyalkanoates in Pseudomonas aeruginosa ATCC 9027 from glucose, an unrelated carbon source.
PubMed:Unique lipid a modifications in Pseudomonas aeruginosa isolated from the airways of patients with cystic fibrosis.
PubMed:Metabolite profiles of lactic acid bacteria in grass silage.
PubMed:Enhanced healing of full-thickness burn wounds using di-rhamnolipid.
PubMed:[The structure of uncommon lipid A from the marine bacterium Marinomonas communis ATCC 27118T].
PubMed:Biosynthesis of medium chain length poly(3-hydroxyalkanoates) (mcl-PHAs) by Comamonas testosteroni during cultivation on vegetable oils.
PubMed:Synthesis of short-/medium-chain-length poly(hydroxyalkanoate) blends by mixed culture fermentation of glycerol.
PubMed:Biosynthetic pathway of Pseudomonas aeruginosa 4-hydroxy-2-alkylquinolines.
PubMed:Structural characterization of lipid A from nontypeable and type f Haemophilus influenzae: variability of fatty acid substitution.
PubMed:Microbial production and applications of chiral hydroxyalkanoates.
PubMed:Thioesterase II of Escherichia coli plays an important role in 3-hydroxydecanoic acid production.
PubMed:Detailed structure of lipid A isolated from lipopolysaccharide from the marine proteobacterium Marinomonas vaga ATCC 27119.
PubMed:Structure of lipid A from the marine gamma-proteobacterium Marinomonas vaga ATCC 27119T lipopolysaccharide.
PubMed:Pseudomonas lutea sp. nov., a novel phosphate-solubilizing bacterium isolated from the rhizosphere of grasses.
PubMed:Production of 3-hydroxydecanoic acid by recombinant Escherichia coli HB101 harboring phaG gene.
PubMed:Pseudomonas rhizosphaerae sp. nov., a novel species that actively solubilizes phosphate in vitro.
PubMed:First-order kinetics analysis of monomer composition dependent polyhydroxyalkanoic acid degradation in Pseudomonas spp.
PubMed:Production of D-(--)-3-hydroxyalkanoic acid by recombinant Escherichia coli.
PubMed:Physiological characterization and genetic engineering of Pseudomonas corrugata for medium-chain-length polyhydroxyalkanoates synthesis from triacylglycerols.
PubMed:Endotoxic properties of lipid A from Comamonas testosteroni.
PubMed:Highly regioselective Vilsmeier-Haack acylation of hexahydropyrroloindolizine.
PubMed:Configurational analysis of chiral acids as O-trifluoroacetylated (-)-menthyl esters by achiral dual-capillary column gas chromatography.
PubMed:In vitro synthesis of poly(3-hydroxydecanoate): purification and enzymatic characterization of type II polyhydroxyalkanoate synthases PhaC1 and PhaC2 from Pseudomonas aeruginosa.
PubMed:Description of strain 3CB-1, a genomovar of Thauera aromatica, capable of degrading 3-chlorobenzoate coupled to nitrate reduction.
PubMed:Production of polyhydroxyalkanoic acids by Ralstonia eutropha and Pseudomonas oleovorans from an oil remaining from biotechnological rhamnose production.
PubMed:Increased flow of fatty acids toward beta-oxidation in developing seeds of Arabidopsis deficient in diacylglycerol acyltransferase activity or synthesizing medium-chain-length fatty acids.
PubMed:Liquid chromatography/mass spectrometry analysis of mixtures of rhamnolipids produced by Pseudomonas aeruginosa strain 57RP grown on mannitol or naphthalene.
PubMed:Outer membrane changes in a toluene-sensitive mutant of toluene-tolerant Pseudomonas putida IH-2000.
PubMed:Corpeptins, new bioactive lipodepsipeptides from cultures of Pseudomonas corrugata.
PubMed:Pholipeptin, a Novel Cyclic Lipoundecapeptide fromPseudomonas fluorescens.
PubMed:Chemistry of metapleural gland secretions of three attine ants,Atta sexdens rubropilosa, Atta cephalotes, andAcromyrmex octospinosus (Hymenoptera: Formicidae).
PubMed:Chemical structure of lipid A isolated from Comamonas testosteroni lipopolysaccharide.
PubMed:Lipopolysaccharide and porin of Roseobacter denitrificans, confirming its phylogenetic relationship to the alpha-3 subgroup of Proteobacteria.
PubMed:Pharmacokinetic analysis of the absorption enhancing action of decanoic acid and its derivatives in rats.
PubMed:Isoprenoid quinones and fatty acids of Zoogloea.
PubMed:A novel extracellular cyclic lipopeptide which promotes flagellum-dependent and -independent spreading growth of Serratia marcescens.
PubMed:Structural characterization of the lipid A component of Pseudomonas aeruginosa wild-type and rough mutant lipopolysaccharides.
PubMed:Fatty acid alterations and polymyxin B binding by lipopolysaccharides from Pseudomonas aeruginosa adapted to polymyxin B resistance.
PubMed:Structural analysis of the nontoxic lipid A of Rhodobacter capsulatus 37b4.
PubMed:beta-Hydroxydecanoylthioester dehydrase: a rapid, convenient, and accurate product distribution assay.
PubMed:Structural studies on the non-toxic lipid A from Rhodopseudomonas sphaeroides ATCC 17023.
PubMed:Nontoxic lipopolysaccharide from Rhodopseudomonas sphaeroides ATCC 17023.
PubMed:Shape-transforming action of myrmicacin (3-hydroxydecanoic acid) and some related compounds on the membrane of intact human erythrocytes.
PubMed:Structural studies on the D-arabinose-containing lipid A from Rhodospirillum tenue 2761.
PubMed:Myrmicacin, a new inhibitor for mitotic progression after metaphase.
PubMed:Studies of lipid A fractions from the lipopolysaccharides of Pseudomonas aeruginosa and Pseudomonas alcaligenes.
PubMed:Myrmicacin, the first insect herbicide.
PubMed:The purification and chemical composition of the lipopolysaccharide of Pseudomonas alcaligenes.
PubMed:The chemical composition of the lipopolyacarideof Pseudomonas aeruginosa.
PubMed:Novel fatty acids from the royal jelly of honeybees (Apis mellifera, L.).
 
Notes:
None found
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