2-Aminophenol

Identification

Name
2-Aminophenol
Accession Number
DB01726  (EXPT00102)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
CI 76520 / CI-76520
Categories
UNII
23RH73DZ65
CAS number
95-55-6
Weight
Average: 109.1259
Monoisotopic: 109.052763851
Chemical Formula
C6H7NO
InChI Key
CDAWCLOXVUBKRW-UHFFFAOYSA-N
InChI
InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
IUPAC Name
2-aminophenol
SMILES
NC1=CC=CC=C1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferaseNot AvailableSalmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Theodor Papenfuhs, "Process for the preparation of 5-hydroxyethylsulfonyl-2-aminophenol (ethers)." U.S. Patent US4613704, issued February, 1979.

US4613704
General References
Not Available
External Links
KEGG Compound
C01987
PubChem Compound
5801
PubChem Substance
46507983
ChemSpider
5596
ChEBI
18112
ChEMBL
CHEMBL28319
HET
2AF
Wikipedia
2-Aminophenol
PDB Entries
1l4n

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)174 °CPhysProp
water solubility2E+004 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP0.62HANSCH,C ET AL. (1995)
logS-0.72ADME Research, USCD
pKa4.84 (at 20 °C)PERRIN,DD (1965)
Predicted Properties
PropertyValueSource
Water Solubility116.0 mg/mLALOGPS
logP0.35ALOGPS
logP0.84ChemAxon
logS0.02ALOGPS
pKa (Strongest Acidic)10.35ChemAxon
pKa (Strongest Basic)4.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area46.25 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity32.74 m3·mol-1ChemAxon
Polarizability11.15 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9498
Blood Brain Barrier-0.5904
Caco-2 permeable+0.662
P-glycoprotein substrateNon-substrate0.7899
P-glycoprotein inhibitor INon-inhibitor0.9848
P-glycoprotein inhibitor IINon-inhibitor0.9917
Renal organic cation transporterNon-inhibitor0.927
CYP450 2C9 substrateNon-substrate0.8201
CYP450 2D6 substrateNon-substrate0.7495
CYP450 3A4 substrateNon-substrate0.7588
CYP450 1A2 substrateNon-inhibitor0.6688
CYP450 2C9 inhibitorNon-inhibitor0.7238
CYP450 2D6 inhibitorNon-inhibitor0.9637
CYP450 2C19 inhibitorNon-inhibitor0.7316
CYP450 3A4 inhibitorNon-inhibitor0.9354
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6903
Ames testAMES toxic0.8781
CarcinogenicityNon-carcinogens0.7964
BiodegradationNot ready biodegradable0.7807
Rat acute toxicity2.0915 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8987
hERG inhibition (predictor II)Non-inhibitor0.9127
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0udi-2940000000-25ee431a814318b5cd43
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-00di-1391000000-c7b790c4abd26562c515
GC-MS Spectrum - EI-BGC-MSsplash10-0a59-9500000000-64a0083db1618cc2d030
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0udi-0930000000-dca6cf7ac4a910fdb060
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-0491000000-cee860404b79a1d6aa74
Mass Spectrum (Electron Ionization)MSsplash10-0a4i-7900000000-518eb832be87964ec0c6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - , negativeLC-MS/MSsplash10-0a4i-0900000000-a46bd7617baf2869204e
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03fr-9700000000-bb6fb8e53538176fc3a7
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03dl-9600000000-a6223641aa5dc0380c02
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014l-9000000000-9a3dae6cbb045cbf75c3
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-9000000000-9bb70b310c6146ff4a8a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-9000000000-db35f1e1ead0bce0ccea
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-2900000000-58d470a79c69d9474181
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-3900000000-b3cb0ba9cdf9ed8d746d
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Aniline and substituted anilines
Direct Parent
Aniline and substituted anilines
Alternative Parents
o-Aminophenols / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Primary amines / Organopnictogen compounds / Organooxygen compounds / Hydrocarbon derivatives
Substituents
O-aminophenol / Aniline or substituted anilines / Aminophenol / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Organic nitrogen compound / Organic oxygen compound / Organopnictogen compound / Hydrocarbon derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
aminophenol (CHEBI:18112) / a phenol (2-AMINOPHENOL)

Targets

Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
Unknown
General Function
Nicotinate-nucleotide-dimethylbenzimidazole phosphoribosyltransferase activity
Specific Function
Catalyzes the synthesis of alpha-ribazole-5'-phosphate from nicotinate mononucleotide (NAMN) and 5,6-dimethylbenzimidazole (DMB).
Gene Name
cobT
Uniprot ID
Q05603
Uniprot Name
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase
Molecular Weight
36612.305 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on October 01, 2018 13:08