(2-Naphthalenyloxy)acetic acid (BioDeep_00000003326)
Secondary id: BioDeep_00001868404
human metabolite Endogenous
代谢物信息卡片
化学式: C12H10O3 (202.063)
中文名称: β-萘氧乙酸
谱图信息:
最多检出来源 Homo sapiens(endogenous) 26.46%
分子结构信息
SMILES: C1=CC=C2C=C(C=CC2=C1)OCC(=O)O
InChI: InChI=1S/C12H10O3/c13-12(14)8-15-11-6-5-9-3-1-2-4-10(9)7-11/h1-7H,8H2,(H,13,14)
描述信息
Plant growth regulator. (2-Naphthalenyloxy)acetic acid is used for control of preharvest fruit drop especially on grapes, pineapples, strawberries and tomatoe
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3716
同义名列表
48 个代谢物同义名
(2-Naphthyloxy)acetic acid, 8ci, bsi, iso; 2-(naphthalen-2-yloxy)acetic acid; 2-(2-Naphthalenyloxy)-acetic acid; (beta-Naphthalenyloxy)acetic acid; Glycollic acid 2-naphthyl ether; (2-Naphthalenyloxy)-acetic acid; (Naphthalen-2-yloxy)acetic acid; (b-Naphthalenyloxy)acetic acid; (2-Naphthalenyloxy)acetic acid; (Β-naphthalenyloxy)acetic acid; (beta-Naphthalenyloxy)acetate; beta-Naphthyloxyacetic acid; (2-Naphthyloxy)-acetic acid; O-(2-Naphthyl)glycolic acid; 2-Naphthalenoxyacetic acid; (Β-naphthalenyloxy)acetate; (2-Naphthalenyloxy)acetate; (b-Naphthalenyloxy)acetate; (2-Naphthyloxy)acetic acid; (b-Naphthyloxy)acetic acid; beta-Naphthoxyacetic acid; (2-Naphthloxy)acetic acid; b-Naphthyloxyacetic acid; Β-naphthyloxyacetic acid; 2-Naphthyloxyacetic acid; (2-Naphthoxy)acetic acid; 2-Napthyloxyacetic acid; O-(2-Naphthyl)glycolate; beta-Naphthyloxyacetate; b-Naphthoxyacetic acid; (2-Naphthyloxy)acetate; 2-Naphthoxyacetic acid; Naphthyloxyacetic acid; Β-naphthoxyacetic acid; beta-Naphthoxyacetate; Naphthoxyacetic acid; 2-Naphthyloxyacetate; b-Naphthyloxyacetate; Β-naphthyloxyacetate; Β-naphthoxyacetate; 2-Naphthoxyacetate; b-Naphthoxyacetate; Betokson; Betoxon; Betapal; 2-NOXA; NOXA; 2-Napthyloxyacetic acid
数据库引用编号
30 个数据库交叉引用编号
- ChEBI: CHEBI:50397
- KEGG: C18750
- PubChem: 8422
- HMDB: HMDB0032706
- Metlin: METLIN72523
- ChEMBL: CHEMBL1732186
- foodb: FDB010667
- chemspider: 8115
- CAS: 120-23-0
- MoNA: EQ371652
- MoNA: EQ371608
- MoNA: EQ371603
- MoNA: EQ371601
- MoNA: EQ371606
- MoNA: EQ371604
- MoNA: EQ371657
- MoNA: EQ371607
- MoNA: EQ371656
- MoNA: EQ371655
- MoNA: EQ371658
- MoNA: EQ371653
- MoNA: EQ371651
- MoNA: EQ371602
- MoNA: EQ371654
- MoNA: EQ371605
- MoNA: EQ371609
- MoNA: EQ371659
- PMhub: MS000009319
- PubChem: 124489424
- KNApSAcK: 50397
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Linda Jahn, Uta Hofmann, Jutta Ludwig-Müller. Indole-3-Acetic Acid Is Synthesized by the Endophyte Cyanodermella asteris via a Tryptophan-Dependent and -Independent Way and Mediates the Interaction with a Non-Host Plant.
International journal of molecular sciences.
2021 Mar; 22(5):. doi:
10.3390/ijms22052651
. [PMID: 33800748] - Jingshu Liu, Rachel L Taylor, Richard A Baines, Lisa Swanton, Sally Freeman, Barbara Corneo, Achchhe Patel, Alan Marmorstein, Travis Knudsen, Graeme C Black, Forbes Manson. Small Molecules Restore Bestrophin 1 Expression and Function of Both Dominant and Recessive Bestrophinopathies in Patient-Derived Retinal Pigment Epithelium.
Investigative ophthalmology & visual science.
2020 05; 61(5):28. doi:
10.1167/iovs.61.5.28
. [PMID: 32421148] - Xiao-Fei Han, Juan Chen, Yan-Ping Shi. N-doped carbon nanotubes-reinforced hollow fiber solid-phase microextraction coupled with high performance liquid chromatography for the determination of phytohormones in tomatoes.
Talanta.
2018 Aug; 185(?):132-140. doi:
10.1016/j.talanta.2018.03.063
. [PMID: 29759179] - Na Li, Juan Chen, Yan-Ping Shi. Magnetic reduced graphene oxide functionalized with β-cyclodextrin as magnetic solid-phase extraction adsorbents for the determination of phytohormones in tomatoes coupled with high performance liquid chromatography.
Journal of chromatography. A.
2016 Apr; 1441(?):24-33. doi:
10.1016/j.chroma.2016.02.077
. [PMID: 26949214] - Xin-Yue Song, Wei Ha, Juan Chen, Yan-Ping Shi. Application of β-cyclodextrin-modified, carbon nanotube-reinforced hollow fiber to solid-phase microextraction of plant hormones.
Journal of chromatography. A.
2014 Dec; 1374(?):23-30. doi:
10.1016/j.chroma.2014.11.029
. [PMID: 25435464] - Xiangxiang Liu, Yiqun Wan. Simultaneous determination of 2-naphthoxyacetic acid and indole-3-acetic acid by first derivation synchronous fluorescence spectroscopy.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2013 Jul; 111(?):230-6. doi:
10.1016/j.saa.2013.04.021
. [PMID: 23651742] - X Esparza, E Moyano, J R Cosialls, M T Galceran. Determination of naphthalene-derived compounds in apples by ultra-high performance liquid chromatography-tandem mass spectrometry.
Analytica chimica acta.
2013 Jun; 782(?):28-36. doi:
10.1016/j.aca.2013.03.067
. [PMID: 23708281] - Sanghamitra Atta, Mohammed Ikbal, Ashutosh Kumar, N D Pradeep Singh. Application of photoremovable protecting group for controlled release of plant growth regulators by sunlight.
Journal of photochemistry and photobiology. B, Biology.
2012 Jun; 111(?):39-49. doi:
10.1016/j.jphotobiol.2012.03.008
. [PMID: 22513094] - José A Murillo Pulgarín, Luisa F García Bermejo, Ignacio Sánchez-Ferrer Robles, Sonia Becedas Rodríguez. Simultaneous determination of plant growth regulators 1-naphthylacetic acid and 2-naphthoxyacetic acid in fruit and vegetable samples by room temperature phosphorescence.
Phytochemical analysis : PCA.
2012 May; 23(3):214-21. doi:
10.1002/pca.1345
. [PMID: 21805518] - Asuman Karadeniz, Bülent Kaya, Burhan Savaş, Ş Fatih Topcuoğlu. Effects of two plant growth regulators, indole-3-acetic acid and β-naphthoxyacetic acid, on genotoxicity in Drosophila SMART assay and on proliferation and viability of HEK293 cells from the perspective of carcinogenesis.
Toxicology and industrial health.
2011 Oct; 27(9):840-8. doi:
10.1177/0748233711399314
. [PMID: 21511897] - Sufang Fan, Xiupin Wang, Peiwu Li, Qi Zhang, Wen Zhang. Simultaneous determination of 13 phytohormones in oilseed rape tissues by liquid chromatography-electrospray tandem mass spectrometry and the evaluation of the matrix effect.
Journal of separation science.
2011 Mar; 34(6):640-50. doi:
10.1002/jssc.201000541
. [PMID: 21312330] - Eric S McLamore, Alfred Diggs, Percy Calvo Marzal, Jin Shi, Joshua J Blakeslee, Wendy A Peer, Angus S Murphy, D Marshall Porterfield. Non-invasive quantification of endogenous root auxin transport using an integrated flux microsensor technique.
The Plant journal : for cell and molecular biology.
2010 Sep; 63(6):1004-16. doi:
10.1111/j.1365-313x.2010.04300.x
. [PMID: 20626658] - Martina Lanková, Richard S Smith, Bedrich Pesek, Martin Kubes, Eva Zazímalová, Jan Petrásek, Klára Hoyerová. Auxin influx inhibitors 1-NOA, 2-NOA, and CHPAA interfere with membrane dynamics in tobacco cells.
Journal of experimental botany.
2010 Aug; 61(13):3589-98. doi:
10.1093/jxb/erq172
. [PMID: 20595238] - Grazia Laura Gambino, Pietro Pagano, Monica Scordino, Leonardo Sabatino, Emanuele Scollo, Pasqualino Traulo, Giacomo Gagliano. Determination of plant hormones in fertilizers by high-performance liquid chromatography with photodiode array detection: method development and single-laboratory validation.
Journal of AOAC International.
2008 Nov; 91(6):1245-56. doi:
. [PMID: 19202783]
- May Christian, William B Hannah, Hartwig Lüthen, Alan M Jones. Identification of auxins by a chemical genomics approach.
Journal of experimental botany.
2008; 59(10):2757-67. doi:
10.1093/jxb/ern133
. [PMID: 18515827] - A E De Silva, M A Kadir, M A Aziz, S Kadzimin. Proliferation potential of 18-month-old callus of Ananas comosus L. cv. Moris.
TheScientificWorldJournal.
2006 Feb; 6(?):169-75. doi:
10.1100/tsw.2006.34
. [PMID: 16493521] - D Hössel, C Schmeiser, R Hertel. Specificity patterns indicate that auxin exporters and receptors are the same proteins.
Plant biology (Stuttgart, Germany).
2005 Jan; 7(1):41-8. doi:
10.1055/s-2004-830475
. [PMID: 15666213] - M C Gennaro, E Marengo, V Gianotti, S Angioi, G Copeta. Intercalibration of chromatographic methods for auxino phytodrugs in Solanaceae.
Journal of chromatography. A.
2003 Apr; 993(1-2):111-9. doi:
10.1016/s0021-9673(03)00332-7
. [PMID: 12735443] - Hu Zhao, Rainer Hertel, Hideo Ishikawa, Michael L Evans. Species differences in ligand specificity of auxin-controlled elongation and auxin transport: comparing Zea and Vigna.
Planta.
2002 Dec; 216(2):293-301. doi:
10.1007/s00425-002-0844-z
. [PMID: 12447543] - A Kokkinou, K Yannakopoulou, I M Mavridis, D Mentzafo. Structure of the complex of beta-cyclodextrin with beta-naphthyloxyacetic acid in the solid state and in aqueous solution.
Carbohydrate research.
2001 May; 332(1):85-94. doi:
10.1016/s0008-6215(01)00072-6
. [PMID: 11403091] - L Li, X Hai, A Tong. Study on using I- as heavy atom perturber in cyclodextrin-induced room temperature phosphorimetry.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2000 Jul; 56A(8):1513-21. doi:
10.1016/s1386-1425(99)00281-4
. [PMID: 10907880] - V Gökmen, J Acar. Liquid chromatographic determination of beta-naphthoxyacetic acid in tomatoes.
Journal of chromatography. A.
1998 Mar; 798(1-2):167-71. doi:
10.1016/s0021-9673(97)01192-8
. [PMID: 9542138] - K A Rashid, R O Mumma. Evaluation of beta-naphthoxyacetic acid for mutagenic activity in the Salmonella/mammalian microsome assay.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.
1986 Jun; 21(3):243-50. doi:
10.1080/03601238609372521
. [PMID: 3528271] - T E Archer, J D Stokes. Residue analysis of beta-naphthoxyacetic acid and beta-naphthol on field-sprayed tomatoes by high-pressure liquid chromatography.
Journal of agricultural and food chemistry.
1980 Jul; 28(4):877-80. doi:
10.1021/jf60230a011
. [PMID: 7462503] - T E Archer, J D Stokes. Levels of beta-naphthoxyacetic acid and beta-naphthol on field sprayed strawberries as analyzed by high-pressure liquid chromatography.
Journal of agricultural and food chemistry.
1978 Nov; 26(6):1465-6. doi:
10.1021/jf60220a046
. [PMID: 730961]