AM580 (CHEM017609)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:29:41 UTC
Update Date2016-11-09 01:15:37 UTC
Accession NumberCHEM017609
Identification
Common NameAM580
ClassSmall Molecule
DescriptionAn amidobenzoic acid obtained by formal condensation of the carboxy group of (5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)benzoic acid with the anilino group of 4-aminobenzoic acid. A selective RARalpha agonist.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Am 580ChEBI
AM-580ChEBI
AM580ChEBI
CD 336ChEBI
CD-336ChEBI
4-{[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl]amino}benzoateGenerator
Chemical FormulaC22H25NO3
Average Molecular Mass351.439 g/mol
Monoisotopic Mass351.183 g/mol
CAS Registry Number102121-60-8
IUPAC Name4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-amido)benzoic acid
Traditional Name4-(5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-amido)benzoic acid
SMILESCC1(C)CCC(C)(C)C2=C1C=CC(=C2)C(=O)NC1=CC=C(C=C1)C(O)=O
InChI IdentifierInChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
InChI KeySZWKGOZKRMMLAJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentAromatic anilides
Alternative Parents
Substituents
  • Aromatic anilide
  • 2-naphthalenecarboxylic acid or derivatives
  • 2-naphthalenecarboxamide
  • Tetralin
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00058 g/LALOGPS
logP5.08ALOGPS
logP5.35ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)4.15ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity104.38 m³·mol⁻¹ChemAxon
Polarizability40.15 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kr-1869000000-2dbb52cf080ed1cbe4a2Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0pb9-0009000000-a2171ee809ca5a099d8cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-0536-1159000000-083ac390010c7ac94439Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0006-5593000000-db08344df1a18245343aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-0006-2294000000-f6234e2f36ee63b76774Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0udi-0009000000-49504b6aaea385871d14Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0udi-0009000000-ec83dbd2ddb098d2d452Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0006-5493000000-5018d9f4be9bb9a1f073Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-066u-3900000000-db7844abf1a0c0194833Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-014i-1790000000-3c004290857648b1c2e7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0led-2920000000-7cdf9ce939ef664591f4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-014i-0490000000-78d7f248274dc0f15b00Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-014i-1790000000-a4fc8d2dea8cb1944ad7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0udi-0009000000-c2fe4a6f18b9591158f9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0udi-0249000000-56f6ff6d2105ffb5e30fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0led-2920000000-af6bd7c59e0d73f2a031Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-066u-3900000000-bac825ec3d65a700ec96Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-3c09dd197a4418700466Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-0309000000-6f4bfa4fc52b6d1ba420Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ku-4910000000-4ee8d062279343a6dce7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0009000000-3ef35313b76eb3af9c7eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-0009000000-153d3f73b0b5ecb22afaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000l-1592000000-d89e3064297219771d63Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0129000000-7817d24fbc992673d9adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-1497000000-e35aef7fb72fe0276709Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014s-1910000000-6fd5cc61fd20656dfddaSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0248270
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID2041
ChEBI ID64210
PubChem Compound ID2126
Kegg Compound IDC15619
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18271925
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18416830
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19700416
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19790202
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20147703
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20453882
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21150871
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=21310893
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21715427
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22258322
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22353356
12. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.