Identification
- Summary
1-naphthaleneacetic acid is a drug used to treat digestive problems from excessive fat consumption and functional disorders of the gallbladder and bile ducts.
- Generic Name
- 1-naphthaleneacetic acid
- DrugBank Accession Number
- DB01750
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 1-naphthaleneacetic acid (DB01750)
- Weight
- Average: 186.2066
Monoisotopic: 186.068079564 - Chemical Formula
- C12H10O2
- Synonyms
- 1-Naphthylacetic acid
- NAA
- naphthalen-1-yl-acetic acid
- naphthalene-1-acetic acid
- α-NAA
- α-naphthaleneacetic acid
- External IDs
- N 10
- N 40
- NSC-15772
Pharmacology
- Indication
Not Available
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- Contraindications & Blackbox Warnings
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Not Available
- Mechanism of action
Target Actions Organism US-phase kinase-associated protein 1 Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
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Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
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Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Galle - Donau - Dragees 1-naphthaleneacetic acid (75 mg) + 2-(p-Tolyl)ethyl nicotinate (37.5 mg) Tablet, sugar coated Oral Phafag Pharma Research & Trading Gmb H 1962-04-06 Not applicable Austria 
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This 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.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Naphthalenes
- Sub Class
- Not Available
- Direct Parent
- Naphthalenes
- Alternative Parents
- Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aromatic homopolycyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Naphthalene / Organic oxide / Organic oxygen compound / Organooxygen compound
- Molecular Framework
- Aromatic homopolycyclic compounds
- External Descriptors
- naphthylacetic acid (CHEBI:32918) / Auxins (C13014)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 33T7G7757C
- CAS number
- 86-87-3
- 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)
- IUPAC Name
- 2-(naphthalen-1-yl)acetic acid
- SMILES
- OC(=O)CC1=C2C=CC=CC2=CC=C1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0032708
- KEGG Drug
- D01558
- KEGG Compound
- C13014
- PubChem Compound
- 6862
- PubChem Substance
- 46508218
- ChemSpider
- 6601
- BindingDB
- 50022186
- ChEBI
- 32918
- ChEMBL
- CHEMBL428495
- ZINC
- ZINC000000391809
- PDBe Ligand
- NLA
- Wikipedia
- 1-Naphthaleneacetic_acid
- PDB Entries
- 1lrh / 2p1o / 3n8i / 4o1y
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Tablet, sugar coated Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 135 °C PhysProp water solubility 420 mg/L (at 20 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992) logP 2.24 SANGSTER (1993) pKa 4.23 (at 25 °C) KORTUM,G ET AL (1961) - Predicted Properties
Property Value Source Water Solubility 0.11 mg/mL ALOGPS logP 2.97 ALOGPS logP 2.6 Chemaxon logS -3.2 ALOGPS pKa (Strongest Acidic) 4.75 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 37.3 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 53.82 m3·mol-1 Chemaxon Polarizability 19.42 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9932 Blood Brain Barrier + 0.9524 Caco-2 permeable + 0.8528 P-glycoprotein substrate Non-substrate 0.7164 P-glycoprotein inhibitor I Non-inhibitor 0.9272 P-glycoprotein inhibitor II Non-inhibitor 0.9621 Renal organic cation transporter Non-inhibitor 0.9033 CYP450 2C9 substrate Non-substrate 0.7762 CYP450 2D6 substrate Non-substrate 0.9272 CYP450 3A4 substrate Non-substrate 0.7625 CYP450 1A2 substrate Inhibitor 0.8636 CYP450 2C9 inhibitor Non-inhibitor 0.9729 CYP450 2D6 inhibitor Non-inhibitor 0.9392 CYP450 2C19 inhibitor Non-inhibitor 0.9576 CYP450 3A4 inhibitor Non-inhibitor 0.9677 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9407 Ames test Non AMES toxic 0.7795 Carcinogenicity Non-carcinogens 0.7404 Biodegradation Not ready biodegradable 0.6522 Rat acute toxicity 2.2385 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9474 hERG inhibition (predictor II) Non-inhibitor 0.9353
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available GC-MS Spectrum - EI-B GC-MS splash10-0006-0900000000-217de62c6bdb645dae35 GC-MS Spectrum - EI-B GC-MS splash10-0006-1900000000-782f3a027c45e64394b3 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin-protein transferase activity
- Specific Function
- Essential component of the SCF (SKP1-CUL1-F-box protein) ubiquitin ligase complex, which mediates the ubiquitination of proteins involved in cell cycle progression, signal transduction and transcri...
- Gene Name
- SKP1
- Uniprot ID
- P63208
- Uniprot Name
- S-phase kinase-associated protein 1
- Molecular Weight
- 18657.86 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at May 07, 2021 21:06