1-Naphthaleneacetic Acid

Basic Info

Common Name1-Naphthaleneacetic Acid(F05948)
2D Structure
FRCD IDF05948
CAS Number86-87-3
PubChem CID6862
FormulaC12H10O2
IUPAC Name

2-naphthalen-1-ylacetic acid

InChI Key

PRPINYUDVPFIRX-UHFFFAOYSA-N

InChI

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

Canonical SMILES

C1=CC=C2C(=C1)C=CC=C2CC(=O)O

Isomeric SMILES

C1=CC=C2C(=C1)C=CC=C2CC(=O)O

Synonyms
        
            1-Naphthalene acetic acid
        
            1-Naphthylacetic acid
        
            86-87-3
        
            1-NAPHTHALENEACETIC ACID
        
            2-(Naphthalen-1-Yl)Acetic Acid
        
            Naphthalene-1-acetic acid
        
            Transplantone
        
            Phyomone
        
            Planofix
        
            Fruitone N
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassNaphthalenes
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentNaphthalenes
Alternative Parents
Molecular FrameworkAromatic homopolycyclic compounds
SubstituentsNaphthalene - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Properties

Property NameProperty Value
Molecular Weight186.21
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Complexity212
Monoisotopic Mass186.068
Exact Mass186.068
XLogP2.7
Formal Charge0
Heavy Atom Count14
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9524
Human Intestinal AbsorptionHIA+0.9932
Caco-2 PermeabilityCaco2+0.8528
P-glycoprotein SubstrateNon-substrate0.7164
P-glycoprotein InhibitorNon-inhibitor0.9272
Non-inhibitor0.9621
Renal Organic Cation TransporterNon-inhibitor0.9033
Distribution
Subcellular localizationPlasma membrane0.4251
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7762
CYP450 2D6 SubstrateNon-substrate0.9272
CYP450 3A4 SubstrateNon-substrate0.7625
CYP450 1A2 InhibitorInhibitor0.8636
CYP450 2C9 InhibitorNon-inhibitor0.9729
CYP450 2D6 InhibitorNon-inhibitor0.9392
CYP450 2C19 InhibitorNon-inhibitor0.9576
CYP450 3A4 InhibitorNon-inhibitor0.9677
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9407
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9474
Non-inhibitor0.9353
AMES ToxicityNon AMES toxic0.7795
CarcinogensNon-carcinogens0.7404
Fish ToxicityHigh FHMT0.9397
Tetrahymena Pyriformis ToxicityHigh TPT0.9905
Honey Bee ToxicityHigh HBT0.7227
BiodegradationNot ready biodegradable0.6522
Acute Oral ToxicityIII0.8742
Carcinogenicity (Three-class)Non-required0.6727
Model Value Unit
Absorption
Aqueous solubility-3.0683LogS
Caco-2 Permeability1.4839LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2385LD50, mol/kg
Fish Toxicity1.2594pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8803pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Sweet potatoes0212020European Union0.06*19/01/2017
Citrus fruits0110000European Union0.06*19/01/2017
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.06*19/01/2017
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.06*19/01/2017
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.06*19/01/2017
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.06*19/01/2017
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.06*19/01/2017
Others (2)0110990European Union0.06*19/01/2017
Tree nuts0120000European Union0.06*19/01/2017
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.06*19/01/2017
Brazil nuts0120020European Union0.06*19/01/2017
Cashew nuts0120030European Union0.06*19/01/2017
Chestnuts0120040European Union0.06*19/01/2017
Coconuts (Areca nuts/betel nuts,)0120050European Union0.06*19/01/2017
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.06*19/01/2017
Macadamias0120070European Union0.06*19/01/2017
Pecans (Hickory nuts,)0120080European Union0.06*19/01/2017
Pistachios0120100European Union0.06*19/01/2017
Walnuts0120110European Union0.06*19/01/2017
Others (2)0120990European Union0.06*19/01/2017

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