NAPHTHALENE-1-ACETIC ACID, COMPOUND WITH 2,2',2''-NITRILOTRIETHANOL (1:1)

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H10O2.C6H15NO3
Molecular Weight	335.3948
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of NAPHTHALENE-1-ACETIC ACID, COMPOUND WITH 2,2',2''-NITRILOTRIETHANOL (1:1)

Structure Search

SMILES

OCCN(CCO)CCO.OC(=O)CC1=C2C=CC=CC2=CC=C1

InChI

InChIKey=JYSSLDLFRGGWFR-UHFFFAOYSA-N

InChI=1S/C12H10O2.C6H15NO3/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10;8-4-1-7(2-5-9)3-6-10/h1-7H,8H2,(H,13,14);8-10H,1-6H2

HIDE SMILES / InChI

Description
Sources: http://www.phafag.at/galle-donau-dragees/http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC34404 | https://www.ncbi.nlm.nih.gov/pubmed/26995913https://www.ncbi.nlm.nih.gov/pubmed/603629
Curator's Comment: description was created based on several sources, including: Paranjape, K., Gowariker, V., Krishnamurthy, V.N., Gowariker, S. (2014) "The Pesticide Encyclopedia", p.319 Retrieved from https://books.google.ru/books?id=cnDHBgAAQBAJ

1-Naphthyl acetate may be used in a rapid staining method for identification of macrophages. And it was used as a susbtrate for different type of esterases, e.g. butyrylcholinesterase, α-naphthyl acetate esterase for determination of their properties towards to insecticide resistance.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
horse butyrylcholinesteras 4 Target ID: horse butyrylcholinesteras Sources: https://www.ncbi.nlm.nih.gov/pubmed/12152307	Substrate 661
α-naphthyl acetate esterase 4 Target ID: α-naphthyl acetate esterase Sources: https://www.ncbi.nlm.nih.gov/pubmed/22467368	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Unknown 2578
Unknown 2578
Gallbladder disease 13 Sources: http://www.phafag.at/galle-donau-dragees/	Primary	Approved 8429	Galle-Donau Approved Use GALLE-DONAU - Dragees are used to treat Bile deposits and functional disorders of the gall bladder and bile ducts without organic causes. Launch Date 1962
Cholelithiasis 14 Sources: http://www.phafag.at/galle-donau-dragees/	Primary	Approved 8429	Galle-Donau Approved Use GALLE-DONAU - Dragees are used to treat Bile deposits and functional disorders of the gall bladder and bile ducts without organic causes. Launch Date 1962

PubMed

Title	Date	PubMed
Lipolytic and esterolytic activities in posterior lingual glands of rat: a histochemical study.	2002	14626342
In vitro regeneration of roots of Phyla nodiflora and Leptadenia reticulata, and comparison of roots from cultured and natural plants for secondary metabolites.	2002 Dec	12974401
Assessment of monocytic component in acute myelomonocytic and monocytic/monoblastic leukemias by a chemiluminescent assay.	2003	12692517
Production of ajmalicine and ajmaline in hairy root cultures of Rauvolfia micrantha Hook f., a rare and endemic medicinal plant.	2003 Apr	12882157
Development of Linum flavum hairy root cultures for production of coniferin.	2003 Apr	12882138
[Determination of captafol, cyhexatin, 1-naphthylacetic acid and quintozene in apple, Japanese pear and melon by simultaneous extraction].	2003 Apr	12846161
Transgene expression in broccoli (Brassica oleracea var. italica) clones propagated in vitro via leaf explants.	2003 Apr	12789524
Encapsulation of nodal cuttings and shoot tips for storage and exchange of cassava germplasm.	2003 Apr	12789514
Camptothecin biosynthetic genes in hairy roots of Ophiorrhiza pumila: cloning, characterization and differential expression in tissues and by stress compounds.	2003 Apr	12721380
Evaluation of alpha-cyanoesters as fluorescent substrates for examining interindividual variation in general and pyrethroid-selective esterases in human liver microsomes.	2003 Apr 15	12689831
Intercalibration of chromatographic methods for auxino phytodrugs in Solanaceae.	2003 Apr 18	12735443
Thermotolerant guard cell protoplasts of tree tobacco do not require exogenous hormones to survive in culture and are blocked from reentering the cell cycle at the G1-to-S transition.	2003 Aug	12913149
Efficient in vitro direct shoot organogenesis and regeneration of fertile plants from embryo explants of Bambara groundnut ( Vigna subterranea L. Verdc.).	2003 Aug	12910367
Direct somatic embryogenesis and synthetic seed production from Paulownia elongata.	2003 Aug	12827435
Interaction between two auxin-resistant mutants and their effects on lateral root formation in rice (Oryza sativa L.).	2003 Dec	14623941
Aux/IAA gene family is conserved in the gymnosperm, loblolly pine (Pinus taeda).	2003 Dec	14597427
Flavonoid-related regulation of auxin accumulation in Agrobacterium tumefaciens-induced plant tumors.	2003 Dec	14523649
Production of haploids of neem (Azadirachta indica A. Juss.) by anther culture.	2003 Feb	12789427
Rapid in vitro multiplication and ex vitro rooting of Rotula aquatica Lour., a rare rhoeophytic woody medicinal plant.	2003 Jan	12789443
Intramolecular excimer formation in a naphthalene-appended dinuclear iron-oxo complex.	2003 Jan 27	12693207
[Effect of auxins on production of coumarin in a suspension culture of Angelica archangelica L].	2003 Jul	12924070
Production of alkaloids by in vitro culture of Erythrina americana Miller.	2003 Jul	12889814
The function of ascorbate oxidase in tobacco.	2003 Jul	12857842
Regeneration of Acer caudatifolium Hayata plantlets from juvenile explants.	2003 Jul	12835999
High-frequency shoot multiplication in Curcuma longa L using thidiazuron.	2003 Jul	12835998
Plant regeneration from callus of apomictic and sexual lines of Paspalum simplex and RFLP analysis of regenerated plants.	2003 Jul	12835996
[Specific features of the development of Siberian stone pine megagametophytes and embryos in vitro].	2003 Jul-Aug	12942739
Micropropagation of Thapsia garganica--a medicinal plant.	2003 Jun	12835906
[Effect of jasminic acid on production of anthracene derivatives in cultures of Rheum palmatum L].	2003 May	12789776
Remarkably enhanced excimer formation of naphthylacetate in cation-charged gamma-cyclodextrin.	2003 May 15	12735737
[Use of 1- and 2-thionaphthylacetates as cholinesterase substrates].	2003 May-Jun	14577154
Isoenzymes of peroxidase and esterase related to morphogenesis in Mammillaria gracillis Pfeiff. tissue culture.	2003 Nov	14658394
Arabidopsis AtGSTF2 is regulated by ethylene and auxin, and encodes a glutathione S-transferase that interacts with flavonoids.	2003 Nov	14617075
p-Chlorophenoxyisobutyric acid impairs auxin response in Arabidopsis root.	2003 Nov	14526108
Brassinosteroids promote root growth in Arabidopsis.	2003 Nov	14526105
Characterization of a wound-inducible cytochrome P450 gene ( CYP72A29) that is down-regulated during crown gall tumorigenesis in potato tuber.	2003 Nov	12920577
Micropropagation of Polygonum multiflorum THUNB and quantitative analysis of the anthraquinones emodin and physcion formed in in vitro propagated shoots and plants.	2003 Oct	14519956
Somatic embryogenesis in sisal ( Agave sisalana Perr. ex. Engelm).	2003 Oct	12920563
An effective method for axillary bud culture and RAPD analysis of cloned plants in tetraploid black locust.	2003 Oct	12904886
Aggregation and reactivity of the dilithium and dicesium enediolates of 1-naphthylacetic acid.	2003 Oct 17	14535768
Fast kinetic determination of 1-naphthylacetic acid in commercial formulations, soils, and fruit samples using stopped-flow phosphorimetry.	2003 Oct 22	14558750
Osgstu3 and osgtu4, encoding tau class glutathione S-transferases, are heavy metal- and hypoxic stress-induced and differentially salt stress-responsive in rice roots.	2003 Oct 23	14572664
Ospdr9, which encodes a PDR-type ABC transporter, is induced by heavy metals, hypoxic stress and redox perturbations in rice roots.	2003 Oct 23	14572653
[Effect of abiotic elicitation and calcium ions on production of explant cultures of Rheum palmatum L].	2003 Sep	14619703
Efficient regeneration from cotyledon protoplasts in Arabidopsis thaliana.	2003 Sep	14513316
Auxin up-regulates MtSERK1 expression in both Medicago truncatula root-forming and embryogenic cultures.	2003 Sep	12970488
Nitric oxide plays a central role in determining lateral root development in tomato.	2004 Apr	14716561
Somatic embryogenesis from leaf explants of Australian fan flower, Scaevola aemula R. Br.	2004 Jan	14520499
Direct organogenesis of Mandevilla illustris (Vell) Woodson and effects of its aqueous extract on the enzymatic and toxic activities of Crotalus durissus terrificus snake venom.	2004 Mar	14727051
Transformation of the monocotyledonous Alstroemeria by Agrobacterium tumefaciens.	2004 Mar	14615906

Patents

Sample Use Guides

In Vivo Use Guide

1-2 dragees with liquid before each meal. The single dose can be increased to 3-4 dragees.

Route of Administration: Oral

In Vitro Use Guide

The enzymatic rate of the hydrolysis of 1-naphthylacetate as a function of substrate concentration (0.01-1.00 m m) was examined with human placental microsomes pooled from six placentae. K(m)value for this substrate was 118.2 uM and V(max)value was 105.3 nmol/mg/min.

Name

Type

Language

NAPHTHALENE-1-ACETIC ACID, COMPOUND WITH 2,2',2''-NITRILOTRIETHANOL (1:1)

Common Name

English

Code System Code Type Description

PUBCHEM

6455421