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2-naphthoxyacetic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-naphthoxyacetic acid, also known as NAA, is a synthetic auxin, a plant hormone that regulates growth and development. It is commonly used as a plant growth regulator in agriculture, horticulture, and forestry. NAA is typically applied as a spray, dust, or soil drench to stimulate root development, control fruit drop, and induce flowering. It is also used to promote fruit set and enhance fruit size. The synthesis of NAA involves the reaction of 2-naphthol with chloroacetic acid in the presence of a base. The effects of NAA on plants vary depending on the concentration, application method, and plant species. NAA is particularly effective in promoting root development in cuttings and seedlings. It can also be used to induce parthenocarpy, the development of fruit without fertilization. The importance of NAA lies in its ability to enhance plant productivity and yield. NAA is studied extensively to optimize its application and understand its mechanisms of action. Research focuses on developing more efficient and environmentally friendly formulations, exploring its role in plant stress responses, and investigating its potential for use in biotechnology.'

2-naphthoxyacetic acid: used as plant hormone to promote the growth of roots on clippings, to prevent fruit from falling prematurely; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID8422
CHEMBL ID1732186
CHEBI ID50397
SCHEMBL ID25640
MeSH IDM0052564

Synonyms (107)

Synonym
(2-naphthyloxy)acetic acid [bsi:iso]
ai3-14654
2-naphthalenoxyacetic acid
nsc 2070
betapal
einecs 204-380-0
ccris 3156
acide naphtyloxyacetique [iso-french]
acide naphthyloxyacetique [french]
brn 1074148
BB 0217877
nsc-2070
(.beta.-naphthalenyloxy)acetic acid
acetic acid, (2-naphthalenyloxy)-
naphthoxyacetic acid
betoxon
.beta.-naphthoxyacetic acid
2-naphthoxyacetic acid
(2-naphthyloxy)acetic acid
.beta.-naphthyloxyacetic acid
acetic acid, (2-naphthyloxy)-
2-naphthyloxyacetic acid
(2-naphthloxy)acetic acid
(2-naphthoxy)acetic acid
gerlach 1396
nsc2070
2-noxa
o-(2-naphthyl)glycolic acid
bnoa
120-23-0
noxa
AC-907/25014305
CBDIVE_003164
OPREA1_727299
beta-naphthyloxyacetic acid
beta-naphthoxyacetic acid
CHEBI:50397 ,
(2-naphthalenyloxy)acetic acid
(beta-naphthalenyloxy)acetic acid
(naphthalen-2-yloxy)acetic acid
2-(2-naphthyloxy)acetic acid
2-naphthoxyacetic acid, 98%
2-naphthoxyacetic acid, bioreagent, plant cell culture tested, crystalline
NCGC00166229-01
STK117074
2-naphthalen-2-yloxyacetic acid
rzcjymobwvjqgv-uhfffaoysa-
inchi=1/c12h10o3/c13-12(14)8-15-11-6-5-9-3-1-2-4-10(9)7-11/h1-7h,8h2,(h,13,14)
AKOS000101579
MLS-0412048.0001
N0045
C18750
2-napthyloxyacetic acid
NCGC00255805-01
dtxcid0022195
dtxsid2042195 ,
cas-120-23-0
tox21_301390
acide naphtyloxyacetique
acide naphthyloxyacetique
717gvr334r ,
unii-717gvr334r
acetic acid, 2-(2-naphthalenyloxy)-
FT-0613129
(2-naphthyloxy)acetic acid [iso]
2-naphthoxyacetic acid [mi]
acetic acid, 2-naphthoxy-
betokson
noxa (naphthyloxyacetic acid)
(.beta.-naphthyloxy)acetic acid
2-naphthalenyloxyethanoic acid
2-(naphthalen-2-yloxy)acetic acid
SCHEMBL25640
KS-5264
bnoa, beta-naphthoxyacetic acid
(naphthalen-2-yloxy)-acetic acid
2-(2-naphthoxy)acetic acid
CHEMBL1732186
2-naphthalen-2-yloxyethanoic acid
cid_8422
2-(2-naphthalenyloxy)acetic acid
bdbm50
betokson super
(beta-naphthyloxy)acetic acid
W-108481
b-naphthoxyacetic acid
F0307-0743
mfcd00004066
2-naphthoxyacetic acid, pestanal(r), analytical standard
H11815
2-naphthoxyacetic acid, vetec(tm) reagent grade, 98%
2-naphthoxy acetic acid
glycollic acid 2-naphthyl ether
(2-naphthyloxy)acetic acid, 8ci, bsi, iso
2-(2-naphthalenyloxy)-acetic acid
(2-naphthalenyloxy)-acetic acid
(b-naphthalenyloxy)acetic acid
(2-naphthyloxy)-acetic acid
(b-naphthyloxy)acetic acid
CS-W015512
(2-naphthoxy)ethanoic acid
Q27122052
HY-W014796
2-naphthoxyaceticacid
EN300-18402
Z57246951
PD158315
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
naphthyloxyacetic acid
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (18)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency39.91490.007215.758889.3584AID1224835
SMAD family member 2Homo sapiens (human)Potency21.87240.173734.304761.8120AID1346859
SMAD family member 3Homo sapiens (human)Potency21.87240.173734.304761.8120AID1346859
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency61.13060.001022.650876.6163AID1224838
estrogen nuclear receptor alphaHomo sapiens (human)Potency9.77000.000229.305416,493.5996AID743075
aryl hydrocarbon receptorHomo sapiens (human)Potency61.13060.000723.06741,258.9301AID743085
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency43.27710.001723.839378.1014AID743083
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
dual specificity protein phosphatase 3Homo sapiens (human)IC50 (µMol)99.50000.40009.361090.0000AID1957; AID1958
tyrosine-protein phosphatase non-receptor type 22 isoform 1Homo sapiens (human)IC50 (µMol)100.00000.48002.64498.3270AID449726; AID449727
dual specificity protein phosphatase 6Rattus norvegicus (Norway rat)IC50 (µMol)99.00000.832024.119048.2000AID1055
tyrosine-protein phosphatase non-receptor type 7 isoform 2Homo sapiens (human)IC50 (µMol)88.67500.100012.726563.0000AID1077; AID2068; AID449736
cAMP-specific 3',5'-cyclic phosphodiesterase 4D Rattus norvegicus (Norway rat)IC50 (µMol)99.00000.00032.723210.0000AID1957
cAMP-specific 3',5'-cyclic phosphodiesterase 4CRattus norvegicus (Norway rat)IC50 (µMol)99.00000.00032.723210.0000AID1957
cAMP-specific 3',5'-cyclic phosphodiesterase 4BRattus norvegicus (Norway rat)IC50 (µMol)99.00000.00032.663810.0000AID1957
Amine oxidase [flavin-containing] BRattus norvegicus (Norway rat)IC50 (µMol)100.00000.00040.764912.5000AID1958
Amine oxidase [flavin-containing] A Rattus norvegicus (Norway rat)IC50 (µMol)100.00000.00071.979812.5000AID1958
cAMP-specific 3',5'-cyclic phosphodiesterase 4ARattus norvegicus (Norway rat)IC50 (µMol)99.00000.00032.723210.0000AID1957
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1130306Inhibition of glycolic acid oxidase (unknown origin) assessed as enzyme-mediated reduction of NaDCIP by sodium glycolate after 1 to 3 mins by spectrophotometer analysis1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Quantitative structure-activity relationships involving the inhibition of glycolic acid oxidase by derivatives of glycolic and glyoxylic acids.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (16.00)18.7374
1990's2 (8.00)18.2507
2000's7 (28.00)29.6817
2010's10 (40.00)24.3611
2020's2 (8.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.68

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.68 (24.57)
Research Supply Index3.37 (2.92)
Research Growth Index4.78 (4.65)
Search Engine Demand Index38.54 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.68)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other28 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]