Arotinoid acid (CHEM017604)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:29:32 UTC
Update Date2016-11-09 01:15:37 UTC
Accession NumberCHEM017604
Identification
Common NameArotinoid acid
ClassSmall Molecule
DescriptionArotinoid acid is a retinoic acid analog which acts as a selective RAR agonist.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
AGN-191183ChEBI
Arotinoic acidChEBI
CCRIS 3297ChEBI
Ro 13-7410ChEBI
TTNPBChEBI
ArotinoateGenerator
Arotinoid ro-137410MeSH
4-(2-(5,6,7,8-tetrahydro-5,5,8,8-Tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acidMeSH
Chemical FormulaC24H28O2
Average Molecular Mass348.478 g/mol
Monoisotopic Mass348.209 g/mol
CAS Registry Number71441-28-6
IUPAC Name4-[(1E)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)prop-1-en-1-yl]benzoic acid
Traditional Namettnpb
SMILESC\C(=C/C1=CC=C(C=C1)C(O)=O)C1=CC=C2C(=C1)C(C)(C)CCC2(C)C
InChI IdentifierInChI=1S/C24H28O2/c1-16(14-17-6-8-18(9-7-17)22(25)26)19-10-11-20-21(15-19)24(4,5)13-12-23(20,2)3/h6-11,14-15H,12-13H2,1-5H3,(H,25,26)/b16-14+
InChI KeyFOIVPCKZDPCJJY-JQIJEIRASA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassNot Available
Direct ParentStilbenes
Alternative Parents
Substituents
  • Stilbene
  • Tetralin
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • Styrene
  • Monocyclic benzene moiety
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen 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 Solubility0.00014 g/LALOGPS
logP6.93ALOGPS
logP6.9ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)4.12ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity108.58 m³·mol⁻¹ChemAxon
Polarizability41.77 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-01q9-2920000000-059b2df1e36fea7df1b8Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-02di-2981000000-d10a915aaa16a9e18de7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-0119000000-ca8150ec756972568b66Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0il0-1279000000-56b2731a862ac6eea94eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-1690000000-32f705547a2c94abc7fcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-618ff57d1fd1d06eb41cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-0009000000-f92e148cb9e24193fa21Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f79-2398000000-3171c9b1d9491ed8d1a6Spectrum
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 IDDB02877
HMDB IDNot Available
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 IDNot Available
ChEBI ID75261
PubChem Compound ID5289501
Kegg Compound IDC15634
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1376755
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15109273
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19632163
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21559717
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=2175182
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=3378655